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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...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
WILEY-VCH Verlag
2015
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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. |
format | Online Article Text |
id | pubmed-4678421 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | WILEY-VCH Verlag |
record_format | MEDLINE/PubMed |
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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