Asymmetric cross-coupling of alkyl, alkenyl and (hetero)aryl nucleophiles with racemic allyl halides

Single enantiomer molecules are important for the pharmaceutical and agrochemical industries and increasingly so in materials science. Most strategies to obtain enantiomerically enriched molecules rely on either generating new stereogenic centres from prochiral substrates or resolving racemic mixtur...

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Main Authors: Schafer, P, Sidera, M, Palacin, T, Fletcher, S
Format: Journal article
Published: Royal Society of Chemistry 2017
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author Schafer, P
Sidera, M
Palacin, T
Fletcher, S
author_facet Schafer, P
Sidera, M
Palacin, T
Fletcher, S
author_sort Schafer, P
collection OXFORD
description Single enantiomer molecules are important for the pharmaceutical and agrochemical industries and increasingly so in materials science. Most strategies to obtain enantiomerically enriched molecules rely on either generating new stereogenic centres from prochiral substrates or resolving racemic mixtures of enantiomers. Dynamic asymmetric processes are poweful methods that use racemic mixtures of chiral substrates as starting material. This Feature Article focuses on asymmetric additions to racemic substrates using non-stabilized sp2- and sp3-hybridized nucleophiles. These reactions bear considerable resemblance to traditional sp2–sp2 cross-coupling reactions in terms of the starting materials used and the products obtained, but the reaction mechanisms are necessarily different.
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spelling oxford-uuid:b0c26e90-6ec4-4d47-9607-e698094134632022-03-27T03:58:48ZAsymmetric cross-coupling of alkyl, alkenyl and (hetero)aryl nucleophiles with racemic allyl halidesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:b0c26e90-6ec4-4d47-9607-e69809413463Symplectic Elements at OxfordRoyal Society of Chemistry2017Schafer, PSidera, MPalacin, TFletcher, SSingle enantiomer molecules are important for the pharmaceutical and agrochemical industries and increasingly so in materials science. Most strategies to obtain enantiomerically enriched molecules rely on either generating new stereogenic centres from prochiral substrates or resolving racemic mixtures of enantiomers. Dynamic asymmetric processes are poweful methods that use racemic mixtures of chiral substrates as starting material. This Feature Article focuses on asymmetric additions to racemic substrates using non-stabilized sp2- and sp3-hybridized nucleophiles. These reactions bear considerable resemblance to traditional sp2–sp2 cross-coupling reactions in terms of the starting materials used and the products obtained, but the reaction mechanisms are necessarily different.
spellingShingle Schafer, P
Sidera, M
Palacin, T
Fletcher, S
Asymmetric cross-coupling of alkyl, alkenyl and (hetero)aryl nucleophiles with racemic allyl halides
title Asymmetric cross-coupling of alkyl, alkenyl and (hetero)aryl nucleophiles with racemic allyl halides
title_full Asymmetric cross-coupling of alkyl, alkenyl and (hetero)aryl nucleophiles with racemic allyl halides
title_fullStr Asymmetric cross-coupling of alkyl, alkenyl and (hetero)aryl nucleophiles with racemic allyl halides
title_full_unstemmed Asymmetric cross-coupling of alkyl, alkenyl and (hetero)aryl nucleophiles with racemic allyl halides
title_short Asymmetric cross-coupling of alkyl, alkenyl and (hetero)aryl nucleophiles with racemic allyl halides
title_sort asymmetric cross coupling of alkyl alkenyl and hetero aryl nucleophiles with racemic allyl halides
work_keys_str_mv AT schaferp asymmetriccrosscouplingofalkylalkenylandheteroarylnucleophileswithracemicallylhalides
AT sideram asymmetriccrosscouplingofalkylalkenylandheteroarylnucleophileswithracemicallylhalides
AT palacint asymmetriccrosscouplingofalkylalkenylandheteroarylnucleophileswithracemicallylhalides
AT fletchers asymmetriccrosscouplingofalkylalkenylandheteroarylnucleophileswithracemicallylhalides