HIGHLY STEREOSELECTIVE SYNTHESIS OF SUBSTITUTED HYDRINDANES RELATED TO THE ANTIEPILEPTIC DRUG TOPIRAMATE

被引：25

作者：

GRECO, MN ^{[1
]}

MARYANOFF, BE ^{[1
]}

机构：

[1] RW JOHNSON PHARMACEUT RES INST,DEPT MED CHEM,SPRING HOUSE,PA 19477

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(00)61175-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Multistep syntheses of two "carbocyclic" analogues 2 and 3 of topiramate (1) were effected with excellent stereocontrol. Two key reactions employed were: deoxygenation-rearrangement of an enone with p-tosylhydrazine and catecholborane (14 --> 15 and 5 --> 7)-and face-selective vicinal dihydroxylation with OsO4 (viz. 15 --> 16 and 8 --> 9).

引用

页码：5009 / 5012

页数：4

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