The second total synthesis of diazonamide A

被引：152

作者：

Nicolaou, KC

Rao, PB

Hao, JL

Reddy, MV

Rassias, G

Huang, XH

Chen, DYK

Snyder, SA

机构：

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

[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

[3] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 15期

关键词：

domino reactions; macrocycles; natural products; samarium; total synthesis;

D O I：

10.1002/anie.200351112

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The uniquely woven, highly strained molecular architecture and the potent antitumor activity of diazonamide A (1) make this natural product an attractive synthetic target. The key steps in this total synthesis of 1 include a novel Sml2-induced ring-closing cascade sequence and an unusual oxidation of an indoline to an oxindole in the presence of Pd(OH)2/C.

引用

页码：1753 / 1758

页数：6

共 77 条

[1] Studies towards the synthesis of diazonamide A. Synthesis of the 4-(oxazol-5-ylmethyl) aryltryptamine fragment [J].