The versatile conversion of lactams to the α-alkylated azacycles via cyclic N,O-acetal TMS ether

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초록

The efficient preparation of the cyclic N,O-acetals from lactams by DIBAL reduction followed by direct trapping of the resulting N,O-hemiacetals using TMSOTf/pyridine system is described. In addition, the facile nucleophilic addition of various carbon nucleophiles at the carbonyl carbons of the lactams through the corresponding N,O-acetals is also reported. (C) 2002 Published by Elsevier Science Ltd.

키워드

CARBOXYLIC-ACID ESTERSDIBALH REDUCTIONGENERAL-SYNTHESISAMINO ESTERSACETALSINTERMEDIATEACETYLATION
제목
The versatile conversion of lactams to the α-alkylated azacycles via cyclic N,O-acetal TMS ether
저자
Suh, YGKim, SHJung, JKShin, DY
DOI
10.1016/S0040-4039(02)00459-8
발행일
2002-04-22
유형
Article
저널명
Tetrahedron Letters
43
17
페이지
3165 ~ 3167