Difluoroenoxysilanes in Catalytic Asymmetric Allylic Alkylation

被引：0
|
作者：
Mondal, Subhajit [1 ]
Das, Priyotosh [1 ]
Mukherjee, Santanu [1 ]
机构：
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, India
来源：
ORGANIC LETTERS | 2024年
关键词：
MUKAIYAMA-MANNICH REACTION; ENANTIOSELECTIVE ALLYLATION; ORGANOFLUORINE CHEMISTRY; ATOM ECONOMY; FLUORINE; SUBSTITUTION; INHIBITORS; ANALOGS; ETHERS; ALCOHOLS;
D O I：
10.1021/acs.orglett.4c04279
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An allylic substitution with difluoroenoxysilanes as the nucleophile is accomplished for the enantioselective synthesis of alpha-allylic alpha,alpha-difluoroketones. With racemic branched allylic alcohols as the easily accessible allylic electrophile, this branched-selective and enantioconvergent allylic alkylation reaction is catalyzed by an Ir(I)/(P,olefin) complex and overcomes the low nucleophilicity of difluoroenoxysilanes to furnish beta-chiral alpha,alpha-difluoroketones in moderate to good yields with high enantioselectivity (up to >99.9:0.1 er).
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页数：7
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