First asymmetric synthesis of dihydrobenzo[c]phenanthrene-1,4-quinones with helical chirality

被引：40

作者：

Carreño, MC ^{[1
]}

García-Cerrada, S ^{[1
]}

Sanz-Cuesta, MJ ^{[1
]}

Urbano, A ^{[1
]}

机构：

[1] Univ Autonoma Madrid, Dept Quim Organ CI, E-28049 Madrid, Spain

来源：

CHEMICAL COMMUNICATIONS | 2001年 / 16期

关键词：

D O I：

10.1039/b103447m

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first enantioselective synthesis of 12-tert-butyl substituted 7,8-dihydrobenzo[c]phenanthrene-1,4-quinones having helical chirality is achieved with good chemical and optical yields through a domino Diels-Alder reaction-sulfoxide elimination-oxidation process starting from enantiopure (S)-2-(p-totylsulfinyl)-1,4-benzoquinone and 5-tert-butyl substituted 3-vinyl-1,2-dihydronaphthalenes as dienes.

引用

页码：1452 / 1453

页数：2

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