HIGHLY ENANTIOSELECTIVE REARRANGEMENT OF A MESO-EPOXIDE TO AN ALLYL ALCOHOL FOR CARBOCYCLIC NUCLEOSIDE SYNTHESIS - AN INTERNAL ALKOXIDE EFFECT

The synthesis of the enantiomeric cis-4-(hydroxymethyl)cyclopent-2-ene-1-ols 2 and 3 (R = H) via a highly enantioselective rearrangement of cis-6-oxabicyclo[3.1.0]hexane-3-methanol 4 (R = H) using the dilithium salts of(+)- or (-)-norephedrine is described. © 1994.

Bibliographic Details
Main Authors: Hodgson, D, Witherington, J, Moloney, B
Format: Journal article
Language:English
Published: 1994
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author Hodgson, D
Witherington, J
Moloney, B
author_facet Hodgson, D
Witherington, J
Moloney, B
author_sort Hodgson, D
collection OXFORD
description The synthesis of the enantiomeric cis-4-(hydroxymethyl)cyclopent-2-ene-1-ols 2 and 3 (R = H) via a highly enantioselective rearrangement of cis-6-oxabicyclo[3.1.0]hexane-3-methanol 4 (R = H) using the dilithium salts of(+)- or (-)-norephedrine is described. © 1994.
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spelling oxford-uuid:936357fc-4fc2-421d-b5dc-5af6eda73a1e2022-03-26T23:31:56ZHIGHLY ENANTIOSELECTIVE REARRANGEMENT OF A MESO-EPOXIDE TO AN ALLYL ALCOHOL FOR CARBOCYCLIC NUCLEOSIDE SYNTHESIS - AN INTERNAL ALKOXIDE EFFECTJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:936357fc-4fc2-421d-b5dc-5af6eda73a1eEnglishSymplectic Elements at Oxford1994Hodgson, DWitherington, JMoloney, BThe synthesis of the enantiomeric cis-4-(hydroxymethyl)cyclopent-2-ene-1-ols 2 and 3 (R = H) via a highly enantioselective rearrangement of cis-6-oxabicyclo[3.1.0]hexane-3-methanol 4 (R = H) using the dilithium salts of(+)- or (-)-norephedrine is described. © 1994.
spellingShingle Hodgson, D
Witherington, J
Moloney, B
HIGHLY ENANTIOSELECTIVE REARRANGEMENT OF A MESO-EPOXIDE TO AN ALLYL ALCOHOL FOR CARBOCYCLIC NUCLEOSIDE SYNTHESIS - AN INTERNAL ALKOXIDE EFFECT
title HIGHLY ENANTIOSELECTIVE REARRANGEMENT OF A MESO-EPOXIDE TO AN ALLYL ALCOHOL FOR CARBOCYCLIC NUCLEOSIDE SYNTHESIS - AN INTERNAL ALKOXIDE EFFECT
title_full HIGHLY ENANTIOSELECTIVE REARRANGEMENT OF A MESO-EPOXIDE TO AN ALLYL ALCOHOL FOR CARBOCYCLIC NUCLEOSIDE SYNTHESIS - AN INTERNAL ALKOXIDE EFFECT
title_fullStr HIGHLY ENANTIOSELECTIVE REARRANGEMENT OF A MESO-EPOXIDE TO AN ALLYL ALCOHOL FOR CARBOCYCLIC NUCLEOSIDE SYNTHESIS - AN INTERNAL ALKOXIDE EFFECT
title_full_unstemmed HIGHLY ENANTIOSELECTIVE REARRANGEMENT OF A MESO-EPOXIDE TO AN ALLYL ALCOHOL FOR CARBOCYCLIC NUCLEOSIDE SYNTHESIS - AN INTERNAL ALKOXIDE EFFECT
title_short HIGHLY ENANTIOSELECTIVE REARRANGEMENT OF A MESO-EPOXIDE TO AN ALLYL ALCOHOL FOR CARBOCYCLIC NUCLEOSIDE SYNTHESIS - AN INTERNAL ALKOXIDE EFFECT
title_sort highly enantioselective rearrangement of a meso epoxide to an allyl alcohol for carbocyclic nucleoside synthesis an internal alkoxide effect
work_keys_str_mv AT hodgsond highlyenantioselectiverearrangementofamesoepoxidetoanallylalcoholforcarbocyclicnucleosidesynthesisaninternalalkoxideeffect
AT witheringtonj highlyenantioselectiverearrangementofamesoepoxidetoanallylalcoholforcarbocyclicnucleosidesynthesisaninternalalkoxideeffect
AT moloneyb highlyenantioselectiverearrangementofamesoepoxidetoanallylalcoholforcarbocyclicnucleosidesynthesisaninternalalkoxideeffect