Total synthesis of (+)-wailupemycin B

被引:29
作者
Kirsch, S [1 ]
Bach, T [1 ]
机构
[1] Tech Univ Munich, Lehrstuhl Organ Chem 1, D-85747 Garching, Germany
关键词
antibiotics; asymmetric synthesis; ketones; polyketides; total synthesis;
D O I
10.1002/anie.200351455
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A high functional-group density necessitated the careful choice of protection/deprotection strategy for the successful stereoselective total synthesis of the marine polyketide (+)-wailupemycin B (1) from (S)-carvone in 6% overall yield. Key to the success of the synthesis was the manipulation of orthogonal protecting groups, two stereoselective additions to highly functionalized cyclohexanones, and mild reliable methods for the oxidation of alcohols.
引用
收藏
页码:4685 / 4687
页数:3
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