(2S,4R)-4-(3-Bromobenzyl)pyrrolidine-2-carboxylic acid hydrochloride
CAS Number:
1049734-10-2
Molecular Formula:
C12H15BrClNO2
A vinylogous Michael reaction of 2-furanone dimers with α,β-unsaturated nitroolefins for constructing chiral γ,γ-disubstituted butenolides
Literature Information
Publication Date
2020-05-09
DOI
10.1039/D0QO00376J
Impact Factor
5.281
Authors
Cairong Zhang, Yongyi Chen, Aiqin Liu, Xinyu Wang, Chuna Yan, Xuechao Liu, Xiaoru Zhang, Ying Li, Ye Yuan, Zemei Ge, Jingxiang Pang, Yongshuai Chai, Xin Wang
View Original
Abstract
An efficient bifunctional thiourea-catalyzed asymmetric vinylogous Michael addition of 2-furanone dimers to α,β-unsaturated nitroolefins has been developed to afford functional chiral γ,γ-disubstituted butenolides in good yields (up to 95%) with good to excellent stereoselectivity (up to >20 : 1 dr, 99% ee). DFT calculations were carried out to explain the high stereoselectivity.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
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