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1,3-Dithian

The carbanions derived from thioacetals, however, are typical -synthons. Most frequently used are 1,3-dithianes and C -silylated thioethers (see p. 33f. D. Seebach, 1969, 1973 B.-T. Grobel, 1974,1977). In these derivatives the proton is removed by butyllithium in THF. [Pg.8]

Dithiane, 2-phenyl-bond angles, 3, 949 conformation, 3, 949 structure, 3, 949 sulfoxide... [Pg.612]

Methylthiomethyl ethers are quite stable to acidic conditions. Most ethers and 1,3-dithianes are stable to the neutral mercuric chloride used to remove the MTM group. One problem with the MTM group is that it is sometimes difficult to introduce. [Pg.21]

A carbonyl group can be protected as a sulfur derivative—for example, a dithio acetal or ketal, 1,3-dithiane, or 1,3-dithiolane—by reaction of the carbonyl compound in the presence of an acid catalyst with a thiol or dithiol. The derivatives are in general cleaved by reaction with Hg(II) salts or oxidation acidic hydrolysis is unsatisfactory. The acyclic derivatives are formed and hydrolyzed much more readily than their cyclic counterparts. Representative examples of formation and cleavage are shown below. [Pg.198]

RSSiMe3 [R = Me, Et, (-CH2-)3], Zn, Et20, 0-25°, 70-95% yield. This method is satisfactory for a variety of aldehydes and ketones and is also suitable for the preparation of 1,3-dithianes. Methacrolein gives the product of Michael addition rather than the thioacetal. The less hindered of two ketones is readily protected using this methodology. ... [Pg.198]

A 1,3-dithiane is stable to the conditions (HgCl2, CaC03, CH3CN-H2O, 25°, 1-2 h) used to cleave a methylthiomethyl (MTM) ether (i.e., a mono-thio acetal). ... [Pg.203]


See other pages where 1,3-Dithian is mentioned: [Pg.79]    [Pg.165]    [Pg.327]    [Pg.328]    [Pg.554]    [Pg.23]    [Pg.18]    [Pg.18]    [Pg.18]    [Pg.18]    [Pg.18]    [Pg.18]    [Pg.18]    [Pg.19]    [Pg.19]    [Pg.19]    [Pg.612]    [Pg.612]    [Pg.612]    [Pg.612]    [Pg.612]    [Pg.612]    [Pg.612]    [Pg.612]    [Pg.612]    [Pg.612]    [Pg.693]    [Pg.176]    [Pg.177]    [Pg.201]   


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1 aldehyde protection dithianes, hydrolysis with

1 aldehyde protection dithianes, preparation

1,3-Dithiane chemistry

1,3-Dithiane derivatives

1,3-Dithiane hydrolysis

1,3-Dithiane reaction with chlorine

1,3-Dithiane solvent effects

1,3-Dithiane, 1-lithioreaction with epoxides

1,3-Dithiane, 2- -2-phenyl

1,3-Dithiane, 2-ethylideneallyllithium derivative reaction with aldehydes

1,3-Dithiane, 2-hydroxymethylcarbanions reactions with epoxycyclohexanone

1,3-Dithiane, 2-lithioin synthesis reaction with oxiranes

1,3-Dithiane, 2-methoxy

1,3-Dithiane, 2-methylmetal complexes

1,3-Dithiane, 2-methylmetal complexes addition reactions

1,3-dithiane

1,3-dithiane

1,3-dithiane alkene

1,3-dithiane carbanions from

1,3-dithiane conformation of derivatives

1,3-dithiane haloalkane

1,3-dithiane linkers

1,3-dithiane synthesis

1.2- Dicarbonyl compounds from 1,3-dithianes

1.2- Dithiane S-oxide

1.3- Dithian 1-oxide, resolution

1.3- Dithiane 2-carbanion

1.3- Dithiane dioxide anions

1.3- Dithiane dioxides

1.3- Dithiane formation

1.3- Dithiane moiety

1.3- Dithiane, 2-arylreaction with 2-cyclohexenone

1.3- Dithiane, 2-chlorosynthesis via sulfide chlorination with NCS

1.3- Dithiane, 2-ethynylsilyl and lithio derivatives

1.3- Dithiane, lithiated

1.3- Dithiane, mass spectra

1.3- Dithiane, with l-bromo-3-chloropropane and n-butyllithium

1.3- Dithiane-2-carboxylic acids

1.3- Dithiane-l-oxide

1.3- Dithianes

1.3- Dithianes 1-oxide

1.3- Dithianes Michael addition

1.3- Dithianes acylals

1.3- Dithianes acylation

1.3- Dithianes addition reactions

1.3- Dithianes aldehydes

1.3- Dithianes alkylation

1.3- Dithianes carbanions

1.3- Dithianes carbonyl group protection

1.3- Dithianes conformations

1.3- Dithianes crystal structure

1.3- Dithianes formyl anion equivalents

1.3- Dithianes hydrolysis

1.3- Dithianes kinetic vs. thermodynamic results

1.3- Dithianes metallated

1.3- Dithianes oxidation

1.3- Dithianes oxidative cleavage

1.3- Dithianes reaction with ketones

1.3- Dithianes reductive desulfurization

1.3- Dithianes sulfides from

1.3- Dithianes synthesis: from aldehydes

1.3- Dithianes systems

1.3- Dithianes, 2-substituted

1.3- Dithianes, acyl anion equivalents

1.3- Dithianes, preparation

1.3- dithian-5-one

1.3- dithiane acidity

1.3- dithiane alkanal

1.4- Dithiane, computational studies

1.4- Dithiane-2-carboxylates

1.4- dithiane-2,5-diol

13-Dipolar cycloaddition 13-Dithianes

2 -Substituted 1,3-dithianes conformational analysis

2- -3-alkenal 1,3-dithiane

2- -3-alkenal 2-lithio-1,3-dithiane

2- -3-alkenoate ester 1,3-dithiane

2- -l,3-dithian

2- Alkylidene-1.3-dithianes

2- Dimethylamino-1,3-dithiane

2- Lithio-2-methyl-l ,3-dithiane

2- Lithio-2-trimethylsilyl-l ,3-dithiane

2- Methoxy-l,3-dithiane

2- Methylthio)-2-phenyl-l,3-dithiane

2- Phenyl-l,3-dithiane

2- alkylidene-l,3-dithianes

2-3 -l ,3-dithiane

2-Acyl-1,3-dithianes

2-Acyl-2-alkyl-1,3-dithiane 1-oxides

2-Acyl-l,3-dithianes

2-Alkyl-l ,3-dithianes

2-Diphenylphosphinoyl-l,3-dithiane

2-Ethoxycarbonyl-l 3-dithiane

2-Lithio-2-methyl-1,3-dithiane

2-Lithio-2-phenyl-l ,3-dithiane

2-Lithio-2-trimethylsilyl-1,3-dithiane

2-Lithio-l,3-dithianes

2-Methyl-2-trimethylsilyl-l ,3-dithiane

2-Methyl-l,3-dithiane

2-Silyl-1,3-dithianes

2-Trimethylsilyl-l ,3-dithiane

2-acyl-1,3-dithiane

2-benzyl-1,3-dithiane

2.2- Dibutyl-2-stanna-1,3-dithiane

2.5- Disubstituted 1,3-dithianes, synthesis

3- 2-Phenyl-l,3-dithian-2-yl)indole

3- thioethers 1.3- dithianes, synthesis

4.4.5.5- Tetramethyl-1,2-dithiane

Acyl anion equivalents metallated, dithiane

Acyl anion synthon 1,3-dithiane anions

Acyl anions dithiane-derived

Acyl anions, synthetic equivalents dithiane

Acyl dithiane oxide

Aldehydes (s. a. Formyl 1,3-dithianes

Aldehydes 1.3- dithiane dioxide reactions

Aldehydes dithiane derivatives

Aldehydes from dithianes

Aldehydes, preparation using 1,3-dithiane

Aldehydes, preparation using 1,3-dithiane reaction with trimethylsilyl azide

Aldehydes, reaction with dithiane anions

Alkyl halides 1,3-dithiane lithio derivatives

Alkylation of dithiane

Alkylation of dithianes

Alkylations dithianes

Branched-chain sugars dithiane

Butyldimethylsilyl-1,3-dithiane

COREY-SEEBACH Dithiane Reagent

Carbanions dithiane

Chiral dithianes

Corey-Seebach dithiane reaction

Coupling dithiane

Cycloalkanone synthesis using dithiane

Cycloalkanone synthesis using dithiane oxides

Cyclohexane derivatives dithiane derivative

Diketones bis-dithiane dialkylation

Dioxane, 1,4-Dithiane, and 1,4-Oxathiane

Dithianation

Dithiane addition

Dithiane alcohols

Dithiane alcohols rearrangement

Dithiane anions

Dithiane anions formation from aldehydes

Dithiane anions reaction with alkyl halides

Dithiane anions reaction with epoxides

Dithiane anions, addition

Dithiane anions, addition reactions

Dithiane methiodide

Dithiane nucleophile

Dithiane oxides

Dithiane oxides alkylation

Dithiane oxides optical resolution

Dithiane oxides synthesis

Dithiane protecting group, cleavage

Dithiane ring opening

Dithiane synthetic route

Dithiane, Brook 1,5-rearrangement

Dithiane, anions, conjugate addition

Dithiane-epoxide coupling

Dithianes acidity

Dithianes and trithianes

Dithianes anions, reaction with carbonyls

Dithianes anomeric effects

Dithianes as acyl anion equivalent

Dithianes carbonyl protecting group

Dithianes desulfurization

Dithianes dithiane, thioacetal

Dithianes dithioacetal

Dithianes from dithiols

Dithianes from ketones

Dithianes hydroxy

Dithianes olefination

Dithianes organolithium compounds

Dithianes reduction with Raney nickel

Dithianes, acylation alkylation

Dithianes, acylation hydrolysis

Dithianes, acylation rearrangement

Dithianes, allylation

Dithianes, cyclic

Dithianes, lithiation

Dithianes, synthesis

Dithianes, unsymmetrical bisalkylation

Dithians

Dithians

Dithians Acylation

Dithians Alkylation

Dithians Exchange

Dithians Synthesis

Dithians, 1,4-Diselenans, 1,4-Dithiepans, and 1,5-Dithiocans

Dithians, 1,4-Dithiepans, and 5- Dithiocans

Dithiolans and 1,3-Dithians

Dithiolans, 1,3-Dithians, and their Selenium Analogues

Epoxide with dithiane

Ethyl l,3-dithiane-2-carboxylate

From dithianes

Furyl)-1,3-dithiane

Group dithiane protecting

Hydroxy Ketone TMs The Dithiane Anion

Ketones from 1,3-Dithiane Cyclobutanone

Ketones, preparation using 1,3-dithiane

Ketones, reaction with dithiane anions

L,3-Dithian-2-one

Lithiated 1,3-dithiane, addition

Lithio-l,3-dithiane

Mercuric oxide, hydrolysis dithianes

Mercury chloride, in hydrolysis dithiane

Mercury complexes dithianes

Methylation in hydrolysis of dithiane

Of dithianes

Organic synthesis by 1,3-dithiane

Oxidative dithianes

P-Dithiane

P-dithianes

Preparation using 1,3-dithiane

Protecting groups dithianes

Raney nickel reaction with dithianes

Reduction dithiane

Reduction reactions dithianes

Ring opening ofaziridine with dithianes

Seebach dithiane reaction

Silylated-1,3-dithianes

Smith-Tietze Multicomponent Dithiane Linchpin Coupling

Substitution 2- substituted 2-lithio-1,3-dithianes

Synthesis of 1,3-Dithianes

Three-component dithiane

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