Organocatalytic enantioselective direct vinylogous michael addition of α,β-unsaturated γ-butyrolactam to β-acyl acrylates and 1,2-diacylethylenes

Yi Ru Chen; Utpal Das; Meng Hsien Liu; Wenwei Lin

doi:10.1021/jo5027047

Organocatalytic enantioselective direct vinylogous michael addition of α,β-unsaturated γ-butyrolactam to β-acyl acrylates and 1,2-diacylethylenes

Yi Ru Chen
, Utpal Das
, Meng Hsien Liu
, Wenwei Lin^*

^*此作品的通信作者

化學系

研究成果: 雜誌貢獻 › 期刊論文 › 同行評審

40 引文斯高帕斯（Scopus）

摘要

A highly efficient Michael addition of α,β-unsaturated γ-butyrolactam to various β-acyl acrylates and ene-diones to provide synthetically useful compounds was developed. The products were obtained with high diastereo- and enantioselectivities (up to >25:1 dr and 99% ee) containing adjacent tertiary stereocenters.

原文	英語
頁（從 - 到）	1985-1992
頁數	8
期刊	Journal of Organic Chemistry
卷	80
發行號	3
DOIs	https://doi.org/10.1021/jo5027047
出版狀態	已發佈 - 2015 2月 6

ASJC Scopus subject areas

有機化學

存取文件

10.1021/jo5027047

其它文件與鏈接

CCDC 1024723: Experimental Crystal Structure Determination
Chen, Y.-R. (Creator), Das, U. (Creator), Liu, M.-H. (Creator) & Lin, W. (Creator), Unknown Publisher, 2015
DOI: 10.5517/cc13d9ld, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc13d9ld&sid=DataCite
資料集: Dataset
CCDC 1025110: Experimental Crystal Structure Determination
Chen, Y.-R. (Creator), Das, U. (Creator), Liu, M.-H. (Creator) & Lin, W. (Creator), Unknown Publisher, 2015
DOI: 10.5517/cc13dq29, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc13dq29&sid=DataCite
資料集: Dataset
CCDC 1033384: Experimental Crystal Structure Determination
Chen, Y.-R. (Creator), Das, U. (Creator), Liu, M.-H. (Creator) & Lin, W. (Creator), Unknown Publisher, 2015
DOI: 10.5517/cc13p9z2, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc13p9z2&sid=DataCite
資料集: Dataset

引用此

@article{c7987411478948beae2a24bb69f99465,

title = "Organocatalytic enantioselective direct vinylogous michael addition of α,β-unsaturated γ-butyrolactam to β-acyl acrylates and 1,2-diacylethylenes",

abstract = "A highly efficient Michael addition of α,β-unsaturated γ-butyrolactam to various β-acyl acrylates and ene-diones to provide synthetically useful compounds was developed. The products were obtained with high diastereo- and enantioselectivities (up to >25:1 dr and 99\% ee) containing adjacent tertiary stereocenters.",

author = "Chen, \{Yi Ru\} and Utpal Das and Liu, \{Meng Hsien\} and Wenwei Lin",

note = "Publisher Copyright: {\textcopyright} 2015 American Chemical Society.",

year = "2015",

month = feb,

day = "6",

doi = "10.1021/jo5027047",

language = "English",

volume = "80",

pages = "1985--1992",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "3",

}

TY - JOUR

T1 - Organocatalytic enantioselective direct vinylogous michael addition of α,β-unsaturated γ-butyrolactam to β-acyl acrylates and 1,2-diacylethylenes

AU - Chen, Yi Ru

AU - Das, Utpal

AU - Liu, Meng Hsien

AU - Lin, Wenwei

PY - 2015/2/6

Y1 - 2015/2/6

N2 - A highly efficient Michael addition of α,β-unsaturated γ-butyrolactam to various β-acyl acrylates and ene-diones to provide synthetically useful compounds was developed. The products were obtained with high diastereo- and enantioselectivities (up to >25:1 dr and 99% ee) containing adjacent tertiary stereocenters.

AB - A highly efficient Michael addition of α,β-unsaturated γ-butyrolactam to various β-acyl acrylates and ene-diones to provide synthetically useful compounds was developed. The products were obtained with high diastereo- and enantioselectivities (up to >25:1 dr and 99% ee) containing adjacent tertiary stereocenters.

UR - https://www.scopus.com/pages/publications/84922712502

UR - https://www.scopus.com/pages/publications/84922712502#tab=citedBy

U2 - 10.1021/jo5027047

DO - 10.1021/jo5027047

M3 - Article

C2 - 25562697

AN - SCOPUS:84922712502

SN - 0022-3263

VL - 80

SP - 1985

EP - 1992

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 3

ER -

Organocatalytic enantioselective direct vinylogous michael addition of α,β-unsaturated γ-butyrolactam to β-acyl acrylates and 1,2-diacylethylenes

摘要

ASJC Scopus subject areas

存取文件

其它文件與鏈接

指紋

資料集

CCDC 1024723: Experimental Crystal Structure Determination

CCDC 1025110: Experimental Crystal Structure Determination

CCDC 1033384: Experimental Crystal Structure Determination

引用此