Iridium-Catalyzed Enantioselective Formal α-Allylic Alkylation of Acrylonitrile

被引：6
|
作者：
Roy, Pankaj [1 ]
Mukherjee, Santanu [1 ]
机构：
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, India
来源：
ORGANIC LETTERS | 2023年 / 25卷 / 24期
关键词：
BAYLIS-HILLMAN REACTION; EFFICIENT METHOD;
D O I：
10.1021/acs.orglett.3c01552
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly enantioselective formal alpha-allylic alkylationofacrylonitrile is developed using 4-cyano-3-oxotetrahydrothiophene(c-THT) as a safe and easy-to-handle surrogate of acrylonitrile. Thistwo-step process consists of an Ir(I)/(P,olefin)-catalyzedbranched-selective allylic alkylation using easily accessible branched rac-allylic alcohols as the allylic electrophile followedby retro-Dieckmann/retro-Michael fragmentation and is shown to beapplicable for the enantioselective synthesis of alpha-allylic acrylatesas well as alpha-allylic acrolein.
引用
收藏
页码：4520 / 4524
页数：5
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