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Synthesis, enantioselective

The variety of enzyme-catalyzed kinetic resolutions of enantiomers reported ia recent years is enormous. Similar to asymmetric synthesis, enantioselective resolutions are carried out ia either hydrolytic or esterification—transesterification modes. Both modes have advantages and disadvantages. Hydrolytic resolutions that are carried out ia a predominantiy aqueous medium are usually faster and, as a consequence, require smaller quantities of enzymes. On the other hand, esterifications ia organic solvents are experimentally simpler procedures, aHowiag easy product isolation and reuse of the enzyme without immobilization. [Pg.337]

Cyanohydrination (addition of a cyano group to an aldehyde or ketone) is another classic reaction in organic synthesis. Enantioselective addition of TMSCN to aldehyde, catalyzed by chiral metal complexes, has also been an active area of research for more than a decade. The first successful synthesis using an (5,)-binaphthol based complex came from Reetz s group142 in 1986. Their best result, involving Ti complex, gave 82% ee. Better results were reported shortly thereafter by Narasaka and co-workers.143 They showed that by... [Pg.118]

C. W. Johannes, M. S. Visser, G. S. Weatherhead, A H. Hoveyda Zr-Catalyzed Kinetic Resolution of Allylic Ethers and Mo-Catalyzed Chromene Formation in Synthesis. Enantioselective Total Synthesis of the Antihypertensive Agent (SJUUD-Nebivolol J. Am Chem Soc 1998, 120, 8340-8347. For development of the enantioselective methodology, see M. S. Visser, J. P. A. Harrity, A. H. Hoveyda Zirconium-Catalyzed Kinetic Resolution of Cyclic Allylic Ethers. An Enantioselective Route to Unsaturated Medium Ring Systems , J. Am Chem Soc 1996,118, 3779-3780. [Pg.160]

Maddrell, S.J., Turner, N.J., Kerridge, A., Willetts, A.J. and Crosby, J., Nitrile hydratase enzymes in organic synthesis enantioselective s3mthesis of the lactone moiety of the mevinic... [Pg.77]

Keywords a-Hydroxylated lignans Natural product synthesis Enantioselective hydrogenation Chiral building blocks Malic acid... [Pg.185]

The activation of C—H bonds and C—C bonds has attracted much attention in both academic and industrial laboratories because of their potential economic and ecological advantages. In the field of asymmetric synthesis, enantioselective catalytic C—X bond formation via the activation of C—H bonds and/or C—C bonds should have a great impact on asymmetric synthesis in both theory and practice. In theory, it is interesting to see how these very unreactive bonds can react preferentially in the presence of more reactive bonds with asymmetric control. In a practical sense, such C—H and C—C bonds are equivalent to the C M bonds in organometaUic reactions and would turn the corresponding stoichiometric amounts of metal into catalytic amounts. Conceptually, there are two fundamental ways to... [Pg.129]

From haloaziridine, homologation 160 Opening 92,193 Synthesis, enantioselective 92 Aziridine aldehyde to amino ester 115... [Pg.111]

Fu H, Kondo H, Ichikawa Y, Look GC, Wong C-H (1992) Chloroperoxidase-Catalyzed Asymmetric Synthesis Enantioselective Reactions of Chiral Hydroperoxides with Sulfides and Bromohydration of Glycals. J Org Chem 57 7265... [Pg.482]

Chiral Ligand of LiAlH4 for the Enantioselective Reduction of a,p-Unsaturated Ketones. Enantioselective reductions of a,p-unsaturated ketones afford optically active ally lie alcohols which are useful intermediates in natural product synthesis. Enantioselective reduction of a,p-unsaturated ketones with LiAlH4 modified with chiral amino alcohol (1) affords optically active (S)-allylic alcohols with high ee s. When 2-cyclohexen-l-one is employed, (5)-2-cyclohexen-l-ol with 100% ee is obtained in 95% yield (eq 2). This is comparable with the results obtained using LiAlH4-chiral binaphthol and chiral 1,3,2-oxazaborolidine. ... [Pg.41]

Epoxides in Asymmetric Synthesis Enantioselective Opening by Nucleophiles Promoted by Chiral Transition Metal Complexes... [Pg.62]

Keywords Anthracyclinones - Anthracycline antibiotics Diastereoselective synthesis Enantioselective catalysis... [Pg.143]

Izumi Y. (1971) Methods of as3unmetric synthesis - enantioselective catal54ic hydrogenation, zlngew. Chem. Int. Ed. Engl. 10, 871-881. [Pg.74]

Enantioselective catalysis that rivals enzymes in selectivity is a major development in homogeneous catalysis. As a result, many earlier processes in the pharmaceutical and perfumery industries are being replaced by more elegant syntheses using soluble catalysts in which handedness is introduced in the critical step of the process, thus avoiding the costly separation of racemic mixtures. In view of its importance in organic synthesis, enantioselective (or asymmetric) catalysis was briefly introduced in Chapter 6 and is again considered as a powerful synthetic tool in Chapter 9. [Pg.213]

Stavenger, R.A. and Schreiber, S.L., Asymmetric catalysis in diversity-oriented organic synthesis enantioselective synthesis of 4320 encoded and spatially segregated dihydropyrancarboxamides, Angew. Chem., Int. Ed. Engl., 40, 3417, 2001. [Pg.181]

Cheng, M. Darling, N. A. Lobkovsky, E. B. Coates, G W. Enantiomerically-enriched organic reagents via polymer synthesis Enantioselective copolymerization of cycloalkene oxides and CO2 using homogeneous, zinc-based catalysts. Chem. Commun. 2000, 2007-2008. [Pg.644]

Izumi Y (1971) Methods of asymmetric synthesis. Enantioselective catalytic hydrogenation. Angew Chem Int Ed Engl 10 871-881... [Pg.448]


See other pages where Synthesis, enantioselective is mentioned: [Pg.1310]    [Pg.2]    [Pg.361]    [Pg.298]    [Pg.300]    [Pg.300]    [Pg.300]    [Pg.316]    [Pg.382]    [Pg.382]    [Pg.113]    [Pg.205]    [Pg.303]    [Pg.473]    [Pg.103]   
See also in sourсe #XX -- [ Pg.77 ]

See also in sourсe #XX -- [ Pg.97 ]

See also in sourсe #XX -- [ Pg.145 , Pg.147 , Pg.175 ]

See also in sourсe #XX -- [ Pg.194 , Pg.1174 , Pg.1176 ]




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2,3-Allenoates, enantioselective synthesis

4-Demethoxydaunomycin, enantioselective formal synthesis

A enantioselective synthesis

A-alkylated enantioselective synthesis

Aflatoxins enantioselective total syntheses

Alcohols enantioselective synthesis

Alcohols enantioselective synthesis, from aldehyd

Aldehydes enantioselective synthesis

Alkyl halides enantioselective synthesis

Amines enantioselective synthesis

Amino acids enantioselective synthesis

Amino acids in enantioselective synthesis

Amino acids, enantioselective synthesis rearrangement

Aminoacids enantioselective synthesis

An Enantioselective Synthesis of -Arisugacin

Anatoxin enantioselective synthesis

Aqueous media enantioselective synthesis

Aspartame synthesis using enantioselective

Atropo-enantioselective total synthesis

Aziridine Synthesis, enantioselective

Backbone enantioselective synthesis

Biocatalysis enantioselective synthesis

C enantioselective synthesis

Carbaoxirose/carbaoxetoses enantioselective synthesis

Carbonyl compounds asymmetric synthesis, enantioselectivity

Carbonyl ylides enantioselective syntheses

Carboxylic acids enantioselective synthesis

Case Study 1 Physical Characterization of the Set-up for an Enantioselective Synthesis

Catalysts for enantioselective synthesis

Catalytic Enantioselective Olefin Metathesis and Natural Product Synthesis

Catalytic asymmetric synthesis enantioselectivity

Catalytic enantioselective synthesis

Chiral Zirconium Catalysts for Enantioselective Synthesis

Chiral compounds enantioselective synthesis

Chiral pool enantioselective syntheses with

Chiral quaternary centers, enantioselective synthesis

Chirality Transfer in Polynuclear Complexes Enantioselective Synthesis

Chirality enantioselective synthesis

Chokol enantioselective synthesis

Chroman enantioselective synthesis

Chromenes enantioselective synthesis

Coordination chemistry enantioselective synthesis

Corey, enantioselective prostaglandin synthesis

Cyanohydrins enantioselective synthesis

Cycloaddition reactions enantioselective syntheses

Cyclobutanone, substituted enantioselective synthesis

Enantioselective Acylation of Alcohol and Amine Reactions in Organic Synthesis

Enantioselective Organocatalyzed Synthesis of Six-Membered Rings

Enantioselective Pheromone Synthesis and Pesticide Science

Enantioselective Syntheses of ()-Estrone

Enantioselective Syntheses of Muscone

Enantioselective Synthesis Mediated by Chiral Crystals of an Achiral Organic Compound in Conjunction with Asymmetric Autocatalysis

Enantioselective Synthesis of Alcohols and Amines

Enantioselective Synthesis of Allenes

Enantioselective Synthesis of Amino Acids

Enantioselective Synthesis of Borrelidin

Enantioselective Synthesis of Propargyl Alcohols as Multifunctional Synthons

Enantioselective Synthesis of Quebrachamine through an Exceptionally Challenging RCM Reaction

Enantioselective Synthesis of the Polyene Antibiotic Aglycone

Enantioselective Synthesis or Resolution of Chiral Ligands

Enantioselective Total Synthesis of ()-Amphidinolide

Enantioselective Total Synthesis of (-)-Strychnine

Enantioselective asymmetric synthesis

Enantioselective decarboxylative protonation synthesis

Enantioselective hydrogenation, amino acid synthesis

Enantioselective malonic acid synthesis

Enantioselective reactions (continued synthesis

Enantioselective reactions amino acid synthesis

Enantioselective reactions in synthesis of longifolene

Enantioselective reactions synthesis

Enantioselective retro-synthesis

Enantioselective syntheses, pyrrole

Enantioselective synthesis 3,3]-sigmatropic rearrangements

Enantioselective synthesis Michael addition

Enantioselective synthesis Mukaiyama aldol reaction

Enantioselective synthesis Tsuji allylation

Enantioselective synthesis activation

Enantioselective synthesis additives

Enantioselective synthesis aldol reaction

Enantioselective synthesis alkaloids

Enantioselective synthesis alkylation

Enantioselective synthesis allylation

Enantioselective synthesis amino acids, phase-transfer catalysis

Enantioselective synthesis asymmetric hydroformylation

Enantioselective synthesis asymmetric protonation

Enantioselective synthesis asymmetric reductive amination

Enantioselective synthesis atom/group-transfer reactions

Enantioselective synthesis aziridines

Enantioselective synthesis biocatalytic asymmetric reduction

Enantioselective synthesis blocks

Enantioselective synthesis bromination

Enantioselective synthesis building blocks

Enantioselective synthesis chiral agents

Enantioselective synthesis chiral metal complexes

Enantioselective synthesis chlorination

Enantioselective synthesis chromatography

Enantioselective synthesis chromium complexes

Enantioselective synthesis double

Enantioselective synthesis electrophilic fluorination

Enantioselective synthesis equipment

Enantioselective synthesis halogenation

Enantioselective synthesis high-performance liquid

Enantioselective synthesis hydrogenation

Enantioselective synthesis iodination

Enantioselective synthesis ketenes

Enantioselective synthesis lactams

Enantioselective synthesis metal prolinate

Enantioselective synthesis metolachlor

Enantioselective synthesis of -1 -hydroxyindolizidine

Enantioselective synthesis of -albicanol

Enantioselective synthesis of -slaframine

Enantioselective synthesis of -stoechospermol

Enantioselective synthesis of -y-rhodomycinone

Enantioselective synthesis of a-amino

Enantioselective synthesis of amino

Enantioselective synthesis of solenopsin

Enantioselective synthesis of spirovetivane-type sesquiterpene

Enantioselective synthesis optically active compounds

Enantioselective synthesis organocatalysis

Enantioselective synthesis phase-transfer catalysis

Enantioselective synthesis polyene cyclization

Enantioselective synthesis products

Enantioselective synthesis radical allylation

Enantioselective synthesis reaction mechanisms

Enantioselective synthesis reactions, aldehydes

Enantioselective synthesis stationary phase

Enantioselective synthesis stereospecific reactions

Enantioselective synthesis substrate selection

Enantioselective synthesis sulfone conjugates

Enantioselective synthesis temperature

Enantioselective synthesis transannular reactions

Enantioselective synthesis transition metal carbon-hydrogen

Enantioselective synthesis transition-metal catalysts

Enantioselective synthesis using amino acids

Enantioselective synthesis using enzymes

Enantioselective synthesis warfarin anticoagulants

Enantioselective synthesis, chiral memory

Enantioselective synthesis, chiral starting

Enantioselective synthesis, definition

Enantioselective synthesis, of prostaglandin

Enantioselective synthesis, optical

Enantioselective synthesis. See

Enantioselective total synthesis

Enantioselective total synthesis isolation

Enantioselective total synthesis source

Enantioselectivity Strecker amino acid synthesis

Enantioselectivity arylglycine synthesis

Enantioselectivity chlorohydrin synthesis

Enantioselectivity heterocyclic synthesis

Enantioselectivity lithium enolate synthesis

Enantioselectivity natural product synthesis

Enantioselectivity synthesis

Enantioselectivity, carbene synthesis

Enantioselectivity, carbene synthesis diazo compounds

Enantioselectivity, carbene synthesis insertion reactions

Epoxidations enantioselective synthesis

Esters enantioselective synthesis

Esters enantioselective synthesis from

Esters, 2-hydroxy enantioselective synthesis

Ferrocenes enantioselective synthesis

Further Application of Asymmetric Wittig-type Reactions in Enantioselective Synthesis

Galanthamine enantioselective synthesis

Gingerol enantioselective synthesis

Halides enantioselective synthesis

Hydrogenation reactions enantioselective, amino acid synthesis

Indolizidines enantioselective synthesis

Intermolecular cycloadditions enantioselective synthesis

Intramolecular cycloadditions enantioselective synthesis

Intramolecular enantioselective synthesis

Iodolactonization enantioselective synthesis

Isoxazolidines, enantioselective synthesi

Ketones enantioselective synthesis

Leukotriene A4 methyl ester, synthesis enantioselective induction

Lithium aluminum hydride enantioselective synthesis

Macrocycles enantioselective synthesis

Marine alkaloids synthesis enantioselective

Methods for enantioselective synthesis

Monomorine enantioselective syntheses

Natural products catalytic enantioselective synthesis

Nitrilases in the Enantioselective Synthesis of a-Hydroxycarboxylic Acids

Olefins enantioselective synthesis

Organic synthesis enantioselective catalysis

Organic synthesis enantioselective reactions

Organic synthesis, enantioselective

Organic synthesis, enantioselective strategy

Organocatalytic Enantioselective Methodologies for the Synthesis of Spirooxindoles

Origins of enantioselectivity in catalytic asymmetric synthesis

Oxetanes enantioselective synthesis

Oxiranes, enantioselective synthesis

Pheromones enantioselective synthesis

Physarum polycephalum enantioselective synthesis

Pumiliotoxin enantioselective synthesis

Pyrethroids enantioselective synthesis

Route C. Synthesis and Enantioselective Hydrogenation of Keto Ester

Selected Applications of the Catalytic Enantioselective Allylation Reaction in Natural Product Synthesis

Solvents enantioselective organic synthesis

Stereoselective synthesis enantioselectivity

Strategies for Enantioselective Synthesis

Strecker synthesis enantioselective

Strychnine enantioselective syntheses

Sulfoxide, enantioselective synthesis, from sulfide

Swainsonine enantioselective synthesis

Synthesis, asymmetric enantioselective reactions

Synthesis, stereoselective enantioselective reactions

Templates, enantioselective synthesis

Tetrahydropyran enantioselective synthesis

Tetrahydropyrans enantioselective synthesis

Tetrahydroquinolines, enantioselective synthesis

Total Synthesis of Coniine through Enantioselective RCM with Substrates Bearing a Tertiary Amine

Williams enantioselective synthesi

Williams enantioselective synthesis

Ylide compounds enantioselective syntheses

Yohimbine enantioselective synthesis

Zeolites enantioselective synthesis

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