TOTAL SYNTHESIS OF (+/-)-ASPIROCHLORINE

被引：44

作者：

MIKNIS, GF ^{[1
]}

WILLIAMS, RM ^{[1
]}

机构：

[1] COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1993年 / 115卷 / 02期

关键词：

D O I：

10.1021/ja00055a025

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(+/-)-Aspirochlorine was synthesized in a diastereoselective fashion from commercially available 5-chlororesorcinol in 13 steps. The synthesis involves an efficient stereoselective cycloaddition reaction of a hydroxamic ester to form the parent spiro[benzofuran-2(3H),2'-piperazine] ring system. In addition the synthesis employs a 2-nitrobenzyl group as an amide protecting group which is easily removed under photolytic conditions.

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页码：536 / 547

页数：12

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