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Oxetanes—

Oxetanes, 4-membered cyclic ethers, polymerize exclusively by cationic mechanism 1 3), although coordinative anionic homopolymerization and copolymerization with C02 was claimed 4 5) for the unsubstituted oxetane. [Pg.66]

The thermodynamic polymerizability of oxetanes, in regard of their ring strain, is high for unsubstituted oxetane AHp -80kJ/mol ( -20 kcal/mol) 6). Thus oxetanes like oxiranes may be polymerized to complete conversion ([M]e is very low) and in this respect differ considerably from the next group in the homologous series oxolanes (5-membered cyclic ethers), for which an equilibrium character of polymerization is clearly noticeable. [Pg.66]

the cationic polymerization of oxetanes, not having the disadvantages of polymerization of 3-membered (cyclization) and 5-membered (high [M]e) cyclic ethers, is important both for providing valuable models to study the polymerization mechanism as well as for preparing high molecular weight polymers. [Pg.66]

The scope of applications of cationic oxetane polymerization is rather limited, with one exception [3,3-bis(chloromethyl)oxetane, BCMO] polyoxetanes have not found any practical application. BCMO, is not as easily available as some of the 3-or 5-membered cyclic ethers (ethylene oxide, propylene oxide, epichlorohydrin, tetrahydrofuran) which are made from simple petrochemical products. [Pg.66]

Several types of anhydro-pentoses and -hexoses are known that contain a fused oxetane ring in the 2,6-dioxabicyclo[3.2.0]heptane (84) or 2,7-dioxabicyclo[4.2.0]octane (85) skeleton. [Pg.147]

Among them, the first compound prepared and studied was 3,5-anhydro-1,2-0-isopropylidene-a-D-xylofuranose (87)347 349 and its 1,2-O-cyclohexy-lidene analogue.350 Formation of the oxetane ring is based on the internal substitution of an conventional leaving group X at C-5, or surprisingly, also phthalimido group in 86 351 for application of the Mitsunobu reaction, see Ref. 349. [Pg.147]

Heating the trifluoromethanesulfonate 89 in the presence of 2,6-di-tert-butyl-4-methylpyridine gave methyl 3,5-anhydro-2,6-dideoxy-/J-D-xylo-hexofuranoside 91. This rearrangement involves oxane-ring contraction 90 followed by internal sulfonate displacement.353 [Pg.148]

6-anhydro derivative 93 has been reportedly prepared from ethyl 2,3-dideoxy-o -D-t/zreo-hex-2-enopyranoside by mesylation at C-6 to give 92 and action of base 354 in a similar way a 4,6-anhydro-a-D-galactopyranosyl component was built into a nonreducing disaccharide.355 [Pg.148]

The exocyclic 5,7-anhydro-6-deoxyheptose 95 was prepared from the corresponding 5,6-anhydrohexose 94 and the oxetane ring was regio-selectively cleaved at C-7 to give334 heptose 96. [Pg.148]


The reaction of alkenyl mercurials with alkenes forms 7r-allylpalladium intermediates by the rearrangement of Pd via the elimination of H—Pd—Cl and its reverse readdition. Further transformations such as trapping with nucleophiles or elimination form conjugated dienes[379]. The 7r-allylpalladium intermediate 418 formed from 3-butenoic acid reacts intramolecularly with carboxylic acid to yield the 7-vinyl-7-laCtone 4I9[380], The /i,7-titisaturated amide 421 is obtained by the reaction of 4-vinyl-2-azetidinone (420) with an organomercur-ial. Similarly homoallylic alcohols are obtained from vinylic oxetanes[381]. [Pg.81]

See also Tetrahydromran. [POLYETTiERS - TETRAHYDROFURAN AND OXETANE POLYTffiRS] (Vol 19)... [Pg.367]


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1.3- Dioxanes oxetanes

2 -Spirocyclic oxetanes

2- Metalla oxetanes

2- oxetane 3-alken

2- oxetane 3-silyl-1-alkene

2- oxetane alkanal

2- oxetanes, preparation

2-Rhoda oxetanes

2-Substituted oxetane-3-ones

3,3-Bis-azidomethyl oxetane (

3- Ethyl-3-methylol-oxetane

3-Azidomethyl-3-methyl oxetane (

4- oxetan-2-ones, synthesis

A Failed Approach to the Oxetan-3-one System

Activation energy oxetane

Acyl cyanides, oxetanes

Aldehydes oxetanes

Aldehydes, oxetane formation

Alkenes oxetane formation

Alkenes oxetanes

Alkynes, oxetanes

Alkynylation oxiranes and oxetanes

Allenes, oxetanes

Allylic oxetane formation

An oxetane-thietane

Aryl-oxetanes

Azido oxetanes

BF3 affinity oxetane

Benzophenone oxetane formation

Bicyclic oxetanes

Bis oxetane polymerization

Bis-azide methyl oxetane

Bis-azide methyl oxetane (BAMO)

Boron trifluoride oxetane

C3H6ArO Oxetane - argon

Carbonyl compounds oxetane formation (Paterno Biichi reaction)

Carbonyl, oxetanes

Carbonyls oxetane formation with olefins

Chain transfer oxetane

Chiral alkenes, oxetanes

Chloromethyl)oxetane(BCMO)

Complexes reaction with oxetanes

Copolymerisation of Oxetanes and Carbon

Copolymerization of Tetrahydrofuran with 3,3-Bis(chloromethyl) Oxetane

Cyclization oxetane ring formation

Cycloaddition /reactions oxetanes

Cycloreversion intermediate oxetane

Diastereoselectivity oxetane formation

Dienes oxetanes

Elastomers oxetane

Electrocyclization oxetanes

Enones oxetanes

Epichlorohydrin, polymerization oxetane

Ethyl chloride oxetane

Ethylene derivatives oxetane ring

F Oxetane

Fluorinated Oxetane Derivatives and Production Process Thereof

Fluorinated oxetane derivatives

Fluorinated oxetanes

Formation of a Four-Membered Ring Oxetanes

Four-membered ring systems oxetanes

Four-membered rings 2- oxetanes

Four-membered rings 2-substituted oxetane-3-ones

Free energy oxetane

From oxetanes

Grignard reagent reaction with oxetanes

Heterocyclic compounds oxetanes

Hydrogen bonding, oxetanes

Ionization potential oxetane

Ketenimines, oxetanes

Lactone triflate to oxetane-2-carboxylate

Mechanism oxetane formation

Metalla oxetane

Methyl oxetane, polymerization

Methyl oxetane-2-carboxylate

Models oxetanes

Nitratomethyl methyl oxetane

Nitriles oxetanes

O Oxetane

Olefins oxetanes

Other Oxetanes

Other substituted oxetanes

Oxetan Formation

Oxetan Formation and Addition Reactions

Oxetan ions, decomposition

Oxetan-2-one

Oxetan-3-ones, photochemistry

Oxetan-3-ones, preparation

Oxetane

Oxetane

Oxetane 6-amino acids

Oxetane cationic polymerisation

Oxetane closure, intramolecular

Oxetane complex

Oxetane copolymerization

Oxetane cyclization

Oxetane derivatives

Oxetane formation

Oxetane formation reaction

Oxetane formation, Paterno-Biichi reaction

Oxetane four-membered

Oxetane hydroxymethyl

Oxetane intermediate

Oxetane isomerization-polymerization

Oxetane kinetic scheme

Oxetane metal catalyst

Oxetane monomer

Oxetane nucleosides

Oxetane polymerization

Oxetane polymers

Oxetane products

Oxetane radical cation

Oxetane reaction with Grignard reagents

Oxetane reaction with carbenes

Oxetane reactions

Oxetane rearrangement

Oxetane ring

Oxetane ring conformation

Oxetane ring contraction

Oxetane ring opening

Oxetane ring stability

Oxetane synthesis

Oxetane, basicity

Oxetane, basicity compounds

Oxetane, basicity polymerization

Oxetane, conformation

Oxetane, reaction with Grignard

Oxetane, structure

Oxetane-3-one

Oxetane/carbon dioxide

Oxetanes 1.3- diols

Oxetanes Friedel-Crafts reaction

Oxetanes Subject

Oxetanes alkylation with

Oxetanes alkynylation

Oxetanes and thietanes

Oxetanes asymmetric

Oxetanes carbonyl compounds

Oxetanes chiral induction

Oxetanes cleavage, lithium aluminum hydride

Oxetanes compds

Oxetanes copolymerization

Oxetanes coupling reactions

Oxetanes cyclic oligomers formation

Oxetanes decomposition

Oxetanes diastereoselective formation

Oxetanes enantioselective synthesis

Oxetanes endo-selective formation

Oxetanes formation

Oxetanes from 3-halo-alcohols

Oxetanes heterocycles addition

Oxetanes imino

Oxetanes intermolecular additions

Oxetanes intramolecular cyclization reactions

Oxetanes ketones

Oxetanes nitrophenyl

Oxetanes oxygen

Oxetanes photochemistry

Oxetanes polymerization

Oxetanes preparation, photochemical

Oxetanes preparing methods

Oxetanes reaction with a-selenoalkyllithium

Oxetanes reaction with amines

Oxetanes reaction with lithiodithiane

Oxetanes reaction with organolithium reagents

Oxetanes regioselective formation

Oxetanes ring opening

Oxetanes ring synthesis

Oxetanes scission

Oxetanes special

Oxetanes startg

Oxetanes stereocontrol

Oxetanes stereoselective formation

Oxetanes stereoselective synthesis via photocycloaddition

Oxetanes strained tricyclic

Oxetanes sulfur- and selenium-stabilized carbanions

Oxetanes synthesis Paterno-Biichi reaction

Oxetanes synthesis from oxiranes

Oxetanes temperature effect

Oxetanes unsaturated

Oxetanes use of boron trifluoride

Oxetanes via cyclofunctionalization of allylic alcohols

Oxetanes via epoxides

Oxetanes, 2-alkoxy

Oxetanes, 2-alkylidenesyn thesis

Oxetanes, alkoxysynthesis via photocycloaddition

Oxetanes, alkynylsynthesis via photocycloaddition

Oxetanes, carbohydrate, preparation

Oxetanes, carbonylation

Oxetanes, dioxetanes, oxetanediones and 2-oxetanones (p-lactones)

Oxetanes, from alkene-carbonyl

Oxetanes, from alkene-carbonyl photocycloaddition

Oxetanes, from epoxides

Oxetanes, from hydrocarbon oxidation

Oxetanes, literature reviews

Oxetanes, lithium aluminum hydride

Oxetanes, lithium aluminum hydride reductive

Oxetanes, photochemical formation

Oxetanes, pyrolysis

Oxetanes, reactions with phosphorus

Oxetanes, ring-opening nitration

Oxetanes, synthesis

Oxetanes, vinyl, ring expansion

Oxetans

Oxetans

Oxetans, carbohydrate

Oxetans, from hydrocarbon oxidation

Oxirane, Oxetane

Patemo-Biichi photocycloaddition oxetanes

Patemo-Buchi reaction oxetane synthesis

Perturbational Molecular Orbital Theory (PMO) Applied to Oxetane Formation

Photochemical oxetane formation

Poly(3-azidomethyl-3-methyl oxetane

Poly(oxetane)

Poly-3-azidomethyl-3-methyl-oxetan

Polymerizability oxetanes

Polymerization of oxetanes

Polysubstituted oxetane ring system

Product stereoselectivity, oxetanes

Properties and Applications of Poly-3,3-Bis(Chloromethyl) Oxetane

Quantum yield oxetane formation

Quinones, oxetanes

Reaction with oxetanes

Reactions of Oxetane

Regioselective and Site-Selective Syntheses of Oxetanes

Ring Contraction of Furans to Oxetanes

Ring construction to oxetane-2-carboxylate

Ring opening polymerization of oxetanes

Ring strain oxetane

Ring-opening of oxiranes, oxetanes and other cyclic ethers

Spiro-oxetanes, synthesis

Stereoselective Syntheses of Oxetanes

Substrates oxetanes

Synthesis of 3,3-Bis(Chloromethyl) Oxetane(BCMO)

Synthetic Applications of Oxetane Formation

TETRAHYDROFURAN AND OXETANE POLYMERS

Taxol oxetane ring

Taxol oxetane ring formation

Tetrahydrofuran and oxetane

The Formation of Oxetanes from Carbonyls and Olefins

Transition state oxetane

Vulcanizate oxetane elastomers

With oxetanes

Ynones, oxetanes

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