Concise stereoselective synthesis of 1-perfluoroalkyl enamines via the addition of N-lithiated amines to enol ethers and their subsequent metalation to form new functionalized enamines

被引：22

作者：

Bégué, JP ^{[1
]}

Bonnet-Delpon, D ^{[1
]}

Bouvet, D ^{[1
]}

Rock, MH ^{[1
]}

机构：

[1] Ctr Etud Pharmaceut, CNRS, BioCIS, F-92296 Chatenay Malabry, France

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 11期

关键词：

D O I：

10.1039/a801243a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Addition of lithium amides derived from a range of cyclic, sterically demanding, and chiral amines, to trifluoromethyl (Z)-enol ethers 1 and 4, provides stereoselectively the corresponding (Z)-enamines 3a-e and 7 in good yields. This reaction has been extended to the perfluoroalkyl and chlorofluoroalkyl enol ethers (CF2Cl, C2F5). The enamines can react with (BuLi)-Li-t to give vinylic anions and, after quenching with aldehydes and ethyl chloroformate, provide new functionalized enamines 12-16.

引用

页码：1797 / 1800

页数：4

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