Novel concepts in directed biaryl synthesis, part 89 - From dynamic to non-dynamic kinetic resolution of lactone-bridged biaryls: Synthesis of mastigophorene B

被引:36
作者
Bringmann, G
Hinrichs, J
Pabst, T
Henschel, P
Peters, K
Peters, EM
机构
[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
[2] Max Planck Inst Festkorperforsch, D-70506 Stuttgart, Germany
来源
SYNTHESIS-STUTTGART | 2001年 / 01期
关键词
axial chirality; biaryl natural products; lactone-bridged biaryls; kinetic resolution; total synthesis;
D O I
10.1055/s-2001-9760
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The atroposelective ring cleavage of configurationally unstable biaryl lactones, by dynamic kinetic resolution, is an efficient tool for the stereoselective synthesis of axially chiral biaryl target molecules. The recent extension of this methodology to the kinetic resolution of configurationally stable biaryl lactones and its application to natural product synthesis is described herein, exemplarily for the preparation of the nerve-growth stimulating dimeric sesquiterpene mastigophorene B.
引用
收藏
页码:155 / 167
页数:13
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