SYNTHESIS OF (+/-)-STERPURENE AND HYDROXYLATED DERIVATIVES BY 1,6-ADDITION OF ORGANOCUPRATES TO ACCEPTOR-SUBSTITUTED ENYNES

被引：0

作者：

KRAUSE, N

机构：

来源：

LIEBIGS ANNALEN DER CHEMIE | 1993年 / 05期

关键词：

STEREUM-PURPUREUM; CUPRATES; ORGANO; 1,6-ADDITION; VINYLALLENES; DIELS-ALDER REACTION; INTRAMOLECULAR;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of (+/-)-sterpurene (1), 14-/15-hydroxysterpurene (13), and 11,14-/11,15-dihydroxysterpurene (14) is described. Key steps are the 1,6-addition of lithium dimethylcuprate to the 2-en-4-ynoate 11 and the regioselective trapping of the allenyl enolate with methyl triflate. The vinylallene 6 thus obtained undergoes an intramolecular Diels-Alder reaction to give the tricyclic ester 5, which serves as a common precursor of 1, 13, and 14,

引用

页码：521 / 525

页数：5

共 34 条

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