Room Temperature Asymmetric Allylic Trifluoromethylation of Morita-Baylis-Hillman Carbonates

被引：49

作者：

Li, Yun ^{[1
]}

Liang, Fang ^{[1
]}

Li, Qian ^{[1
]}

Xu, Yao-chang ^{[1
]}

Wang, Quan-Rui ^{[2
]}

Jiang, Lei ^{[1
]}

机构：

[1] China Novartis Inst BioMed Res Co Ltd, Shanghai 201203, Peoples R China

[2] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 22期

关键词：

ENANTIOSELECTIVE ALPHA-TRIFLUOROMETHYLATION; NUCLEOPHILIC TRIFLUOROMETHYLATION; GAMMA-BUTENOLIDES; PHOSPHINE OXIDES; CONSTRUCTION; SUBSTITUTION; ALKYLATION; ALDEHYDES; FLUORINE; BASE;

D O I：

10.1021/ol202572u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(DHQD)(2)PHAL-catalyzed asymmetric allylic trifluoromethylation of Morita-Baylis-Hillman adducts using a Rupert-Prakash reagent is reported. This transformation provided the S(N)2' trifluoromethylated products with good yields and excellent enantioselectivities at room temperature. It was also found that the reaction could be accelerated using acetonitrile as cosolvent.

引用

页码：6082 / 6085

页数：4

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