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多取代手性色满的不对称合成——有机催化的氧杂-迈克尔-硝基-迈克尔串联反应

Asymmetric synthesis of polysubstituted chiral chromans an organocatalytic oxa-Michael-nitro-Michael domino reaction.

作者信息

Tang Cheng-Ke, Feng Kai-Xiang, Xia Ai-Bao, Li Chen, Zheng Ya-Yun, Xu Zhen-Yuan, Xu Dan-Qian

机构信息

Catalytic Hydrogenation Research Centre, State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology Hangzhou 310014 China

出版信息

RSC Adv. 2018 Jan 17;8(6):3095-3098. doi: 10.1039/c7ra13525d. eCollection 2018 Jan 12.

DOI:10.1039/c7ra13525d
PMID:35541173
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9077565/
Abstract

A catalytic asymmetric method for the synthesis of polysubstituted chromans an oxa-Michael-nitro-Michael reaction has been developed. The squaramide-catalyzed domino reaction of 2-hydroxynitrostyrenes with -β-nitroolefins produced chiral chromans with excellent enantioselectivities (up to 99% ee), diastereoselectivities (up to >20 : 1 dr), and moderate to good yields (up to 82%).

摘要

已开发出一种用于合成多取代色满的催化不对称方法——氧杂-迈克尔-硝基-迈克尔反应。方酰胺催化的2-羟基硝基苯乙烯与β-硝基烯烃的多米诺反应生成了具有优异对映选择性（高达99% ee）、非对映选择性（高达>20:1 dr）和中等到良好产率（高达82%）的手性色满。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddde/9077565/d60af7f173a9/c7ra13525d-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddde/9077565/8784aca82370/c7ra13525d-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddde/9077565/11cd30bde333/c7ra13525d-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddde/9077565/5b85ec2b2366/c7ra13525d-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddde/9077565/daf8cc538534/c7ra13525d-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddde/9077565/d60af7f173a9/c7ra13525d-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddde/9077565/8784aca82370/c7ra13525d-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddde/9077565/11cd30bde333/c7ra13525d-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddde/9077565/5b85ec2b2366/c7ra13525d-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddde/9077565/daf8cc538534/c7ra13525d-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddde/9077565/d60af7f173a9/c7ra13525d-s4.jpg

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