Asymmetric synthesis of the central tryptophan residue of stephanotic acid

被引：24

作者：

Bentley, DJ ^{[1
]}

Moody, CJ ^{[1
]}

机构：

[1] Univ Exeter, Dept Chem, Exeter EX4 4QD, Devon, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2004年 / 2卷 / 24期

关键词：

D O I：

10.1039/b414996c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The C-6 substituted tryptophan di- and tri-peptides 5 and 6, representing the tryptophan core of stephanotic acid, have been synthesized, the key steps being the formation of the phosphono-di- and tri-peptides 8 and 10 by a highly chemo-selective rhodium(II) catalyzed carbene N-H insertion reaction, their subsequent Horner-Wadsworth-Emmons reactions with N-Boc-6-bromoindole-3-carboxaldehyde, and the rhodium(I) catalyzed asymmetric hydrogenation of the resulting dehydro di- and tri-peptides.

引用

页码：3545 / 3547

页数：3

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