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
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 dim...
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Published in | Journal of organic chemistry Vol. 57; no. 19; pp. 5052 - 5054 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
WASHINGTON
American Chemical Society
01.09.1992
Amer Chemical Soc |
Subjects | |
Online Access | Get full text |
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Summary: | 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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Bibliography: | ark:/67375/TPS-MPJBP4M9-V istex:8CBEA09EBA94CC9732128D716376CC34DF053852 |
ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/jo00045a004 |