Iridium-catalyzed enantioselective direct vinylogous allylic alkylation of coumarins

被引:31
|
作者
Sarkar, Rahul [1 ]
Mitra, Sankash [1 ]
Mukherjee, Santanu [1 ]
机构
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
关键词
ASYMMETRIC UMPOLUNG ALLYLATION; SUBSTITUTION-REACTIONS; DECONJUGATED BUTENOLIDES; MICHAEL ADDITION; DEAROMATIZATION REACTION; VICINAL STEREOCENTERS; SYNERGISTIC IRIDIUM; CONJUGATE ADDITION; ACID DERIVATIVES; GAMMA-ALLYLATION;
D O I
10.1039/c8sc02041h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first iridium-catalyzed enantioselective vinylogous allylic alkylation of coumarins is presented. Using easily accessible linear allylic carbonates as the allylic electrophile, this reaction installs unfunctionalized allyl groups at the -position of 4-methylcoumarins in an exclusively branched-selective manner generally in high yields with an excellent level of enantioselectivity (up to 99:1 er).
引用
收藏
页码:5767 / 5772
页数:6
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