The total synthesis of (-)-tetrahydrolipstatin

被引:35
作者
Bodkin, JA [1 ]
Humphries, EJ [1 ]
McLeod, MD [1 ]
机构
[1] Univ Sydney, Sch Chem, Camperdown, NSW 2006, Australia
关键词
(-)-tetrahydrolipstatin; bromolactonisation; beta-lactone; radical dehalogenation;
D O I
10.1016/S0040-4039(03)00443-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Careful control during the bromolactonisation of beta,gamma-unsaturated acid 3 was required to afford regioselectively the trans-beta-lactone 4 as the major diastereomer. Radical debromination of 4 followed by a three-step sequence of reactions afforded the lipase inhibitor (-)-tetrahydrolipstatin. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2869 / 2872
页数:4
相关论文
共 39 条