OXIDATION OF NATURAL TARGETS BY DIOXIRANES .2. DIRECT HYDROXYLATION AT THE SIDE-CHAIN C-25 OF CHOLESTANE DERIVATIVES AND OF VITAMIN-D3 WINDAUS-GRUNDMANN KETONE

被引:74
作者
BOVICELLI, P
LUPATTELLI, P
MINCIONE, E
PRENCIPE, T
CURCI, R
机构
[1] UNIV BARI,DEPT CHEM,CTR MISO,CNR,V AMENDOLA 173,I-70126 BARI,ITALY
[2] UNIV ROME LA SAPIENZA,DEPT CHEM,CTR CSON,CNR,I-00185 ROME,ITALY
关键词
D O I
10.1021/jo00045a004
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The direct, high-yield oxyfunctionalization of the side-chain C-25 of 5-alpha-cholestan-3-one, 3-beta-acetoxy-5-alpha-cholestane, and 5-alpha,6-beta-Br2-3-beta-acetoxycholestane as well as of the vitamin D3-derived Windaus-Grundmann ketone has been achieved under mild conditions employing either dimethyldioxirane or its trifluoromethyl analogue.
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页码:5052 / 5054
页数:3
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