A formal total synthesis of (±)-cephalotaxine using sequential N-acyliminium ion reactions

被引：65

作者：

Koseki, Y ^{[1
]}

Sato, H ^{[1
]}

Watanabe, Y ^{[1
]}

Nagasaka, T ^{[1
]}

机构：

[1] Tokyo Univ Pharm & Life Sci, Tokyo 1920392, Japan

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 06期

关键词：

D O I：

10.1021/ol017114f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Novel synthesis of cephalotaxine 1 based on tertiary N-acyliminium ion chemistry starting from alkynylamide 2 was achieved. The key steps include the preparation of pyrroloisoquinoline 4 from alkynylamide 2, the ring expansion of pyrroloisoquinoline 4 to pyrrolobenzazepine 12, and the construction of cyclopentapyrrolobenzazepine ring system 6, all of which are derived from N-acyliminium ion intermediates.

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页码：885 / 888

页数：4

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