Synthesis of angucyclines .8. Biomimetic-type synthesis of rabelomycin, tetrangomycin, and related ring B aromatic angucyclinones

被引：38

作者：

Krohn, K

Boker, N

Florke, U

Freund, C

机构：

[1] Universität-GH-Paderborn, FB Chemie und Chemietechnik, 33098 Paderborn

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1997年 / 62卷 / 08期

关键词：

D O I：

10.1021/jo9622587

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The angucyclinones with aromatic ring B (1a-c and 2a-c) are prepared-in a biomimetic-type synthesis by two successive aldol cyclizations starting from the substituted naphthoquinones 12a-c. In both cyclization steps the C-H acidity of the potential nucleophilic centers determines the mode of cyclization under kinetically controlled conditions, The tetrahydroanthraquinones 13a-c/14a-c are hydroxylated at C-4 to the phenolic anthraquinones 16a-c upon treatment with excess NMO.

引用

页码：2350 / 2356

页数：7

共 33 条

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