Complestatin to chloropeptin I via a quantitative acid catalyzed rearrangement. Absolute stereochemical determination of complestatin.

被引：27

作者：

Jayasuriya, H

Salituro, GM

Smith, SK

Heck, JV

Gould, SJ

Singh, SB

Homnick, CF

Holloway, MK

Pitzenberger, SM

Patane, MA

机构：

[1] Merck & Co Inc, Merck Res Labs, Rahway, NJ 07065 USA

[2] Merck & Co Inc, W Point, PA 19486 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 16期

关键词：

D O I：

10.1016/S0040-4039(98)00270-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Complestatin and isomeric chloropeptin I are bicycle hexapeptides isolated from a Streptomyces sp. Both of these compounds are inhibitors of gp120-CD4 HIV fusion activity. In this paper, we describe an efficient acid catalyzed conversion of complestatin to chloropeptin I, provide a plausible mechanism for this transformation, and unambiguously assign the stereochemistry of complestatin. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：2247 / 2248

页数：2

共 7 条

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