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Direct Catalytic Asymmetric Doubly Vinylogous Michael Addition of α,β-Unsaturated γ-Butyrolactams to Dienones**

An asymmetric doubly vinylogous Michael addition (DVMA) of α,β-unsaturated γ-butyrolactams to sterically congested β-substituted cyclic dienones with high site-, diastereo-, and enantioselectivity has been achieved. An unprecedented DVMA/vinylogous Michael addition/isomerization cascade reaction aff...

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Autores principales: Gu, Xiaodong, Guo, Tingting, Dai, Yuanyuan, Franchino, Allegra, Fei, Jie, Zou, Chuncheng, Dixon, Darren J, Ye, Jinxing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: WILEY-VCH Verlag 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4678421/
https://www.ncbi.nlm.nih.gov/pubmed/26184079
http://dx.doi.org/10.1002/anie.201504276
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author Gu, Xiaodong
Guo, Tingting
Dai, Yuanyuan
Franchino, Allegra
Fei, Jie
Zou, Chuncheng
Dixon, Darren J
Ye, Jinxing
author_facet Gu, Xiaodong
Guo, Tingting
Dai, Yuanyuan
Franchino, Allegra
Fei, Jie
Zou, Chuncheng
Dixon, Darren J
Ye, Jinxing
author_sort Gu, Xiaodong
collection PubMed
description An asymmetric doubly vinylogous Michael addition (DVMA) of α,β-unsaturated γ-butyrolactams to sterically congested β-substituted cyclic dienones with high site-, diastereo-, and enantioselectivity has been achieved. An unprecedented DVMA/vinylogous Michael addition/isomerization cascade reaction affords chiral fused tricyclic γ-lactams with four newly formed stereocenters.
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spelling pubmed-46784212015-12-22 Direct Catalytic Asymmetric Doubly Vinylogous Michael Addition of α,β-Unsaturated γ-Butyrolactams to Dienones** Gu, Xiaodong Guo, Tingting Dai, Yuanyuan Franchino, Allegra Fei, Jie Zou, Chuncheng Dixon, Darren J Ye, Jinxing Angew Chem Int Ed Engl Communications An asymmetric doubly vinylogous Michael addition (DVMA) of α,β-unsaturated γ-butyrolactams to sterically congested β-substituted cyclic dienones with high site-, diastereo-, and enantioselectivity has been achieved. An unprecedented DVMA/vinylogous Michael addition/isomerization cascade reaction affords chiral fused tricyclic γ-lactams with four newly formed stereocenters. WILEY-VCH Verlag 2015-08-24 2015-07-15 /pmc/articles/PMC4678421/ /pubmed/26184079 http://dx.doi.org/10.1002/anie.201504276 Text en © 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. https://creativecommons.org/licenses/by/4.0/ © 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Gu, Xiaodong
Guo, Tingting
Dai, Yuanyuan
Franchino, Allegra
Fei, Jie
Zou, Chuncheng
Dixon, Darren J
Ye, Jinxing
Direct Catalytic Asymmetric Doubly Vinylogous Michael Addition of α,β-Unsaturated γ-Butyrolactams to Dienones**
title Direct Catalytic Asymmetric Doubly Vinylogous Michael Addition of α,β-Unsaturated γ-Butyrolactams to Dienones**
title_full Direct Catalytic Asymmetric Doubly Vinylogous Michael Addition of α,β-Unsaturated γ-Butyrolactams to Dienones**
title_fullStr Direct Catalytic Asymmetric Doubly Vinylogous Michael Addition of α,β-Unsaturated γ-Butyrolactams to Dienones**
title_full_unstemmed Direct Catalytic Asymmetric Doubly Vinylogous Michael Addition of α,β-Unsaturated γ-Butyrolactams to Dienones**
title_short Direct Catalytic Asymmetric Doubly Vinylogous Michael Addition of α,β-Unsaturated γ-Butyrolactams to Dienones**
title_sort direct catalytic asymmetric doubly vinylogous michael addition of α,β-unsaturated γ-butyrolactams to dienones**
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4678421/
https://www.ncbi.nlm.nih.gov/pubmed/26184079
http://dx.doi.org/10.1002/anie.201504276
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