A NOVEL ORTHO-QUINODIMETHANE STRATEGY FOR AN ACTIVE METABOLITE OF VITAMIN-D3 - A TOTAL SYNTHESIS OF 25-HYDROXY WINDAUS-GRUNDMANN KETONE

被引:37
作者
NEMOTO, H [1 ]
ANDO, M [1 ]
FUKUMOTO, K [1 ]
机构
[1] TOHOKU UNIV, INST PHARMACEUT, SENDAI, MIYAGI 980, JAPAN
关键词
D O I
10.1016/S0040-4039(00)97025-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly diastereoselective total synthesis of 25-hydroxy Windaus-Grundmann ketone (2) was achieved via a novel regiocontrolled CC bond formation by an intramolecular epoxide ring opening reaction of the bissulfonyl epoxide (19) as a key step, which was derived stereoselectively by the thermolysis of olefinic benzocyclobutene (8) as a key step. © 1990.
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页码:6205 / 6208
页数:4
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