Enantiospecific Total Syntheses of Kapakahines B and F

被引：90

作者：

Newhouse, Timothy ^{[1
]}

Lewis, Chad A. ^{[1
]}

Baran, Phil S. ^{[1
]}

机构：

[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 18期

关键词：

SPONGE CRIBROCHALINA-OLEMDA; PEPTIDES;

D O I：

10.1021/ja901573x

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Gram-scale, enantiospecific total syntheses of the anti-leukemia marine natural products kapakahines B and F have been completed. Two powerfully simplifying transformations have enabled the gram-scale synthesis of this natural product family: (1) an oxidative N-C bond-forming reaction that sets a key quaternary center with comptete stereocontrol and (2) a unique strategy for the construction of twisted macrocycles via dynamic equilibration of complex late-stage intermediates.

引用

页码：6360 / +

页数：3

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