An 8π electron electrocyclization leading to a 9,19-methano-bridged analogue of 1α,25-dihydroxyvitamin D3

被引：27

作者：

Hayashi, R ^{[1
]}

Fernández, S ^{[1
]}

Okamura, WH ^{[1
]}

机构：

[1] Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 05期

关键词：

D O I：

10.1021/ol020017h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lindlar semihydrogenation of a vitamin D type trienyne leads spontaneously to 9alpha,19-methano-1alpha,25-dihydroxyvitamin D-3. The intermediate tetraene resulting from the reduction undergoes a rapid, stereoselective 8pi electron electrocyclization affording a novel steroid containing a linearly fused ABC (six-eight-six) 1,3,5-cyclooctatriene carbon framework.

引用

页码：851 / 854

页数：4

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