The first total synthesis of roquefortine D

被引：28

作者：

Chen, WC ^{[1
]}

Joullié, MM ^{[1
]}

机构：

[1] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 46期

关键词：

alkaloid; cyclisation; X-ray crystal structure; piperazine/piperazinones;

D O I：

10.1016/S0040-4039(98)01957-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of roquefortine D (1), an alkaloid isolated from the cultures of Penicillium roqueforti, is described. The absolute stereochemistry of the natural product was determined by comparison of its optical rotation with that of the synthetic product. A photo-cleavable o-nitrobenzyl group was utilized for histidine side chain protection, and the cyclisation to the diketopiperazine was carried out under mild conditions. (C) 1998 Elsevier Science Ltd. All rights reserved.

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页码：8401 / 8404

页数：4

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