C-H Oxidation/Michael Addition/Cyclization Cascade for Enantioselective Synthesis of Functionalized 2-Amino-4H-chromenes

被引：80
|
作者：
Wu, Bo [1 ]
Gao, Xiang [1 ]
Yan, Zhong [1 ]
Chen, Mu-Wang [1 ]
Zhou, Yong-Gui [1 ,2 ]
机构：
[1] Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
ORGANIC LETTERS | 2015年 / 17卷 / 24期
基金：
中国国家自然科学基金;
关键词：
ORTHO-QUINONE METHIDES; ORGANOCATALYTIC ASYMMETRIC-SYNTHESIS; CONJUGATE ADDITION; IN-SITU; ACTIVATION STRATEGY; APOPTOSIS INDUCERS; G-QUADRUPLEX; ACID; CYCLIZATION; DISCOVERY;
D O I：
10.1021/acs.orglett.5b03148
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A streamlined method for the enantioselective synthesis of 2-amino-4H-chromenes from readily available 2-alkyl-substituted phenols and active methylene compounds bearing a cyano group with up to 97% ee is presented. This reaction is a cascade procedure including manganese dioxide mediated CH oxidation for the generation of o-quinone methides and bifunctional squaramide-catalyzed Michael addition/cyclization.
引用
收藏
页码：6134 / 6137
页数：4
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