The Reactions of Cholesteryl Acetate with tert-Butyl Hydroperoxide and Molybdenum Complexes
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概要
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Epoxidation and allylic oxidation of cholesteryl acetate were studied with tert-butyl hydroperoxide (^tBuOOH) in the presence of molybdenum complexes. 1. Among the acetylacetonates of various transition metals, MoO_2 (acac)_2 was unique in that it greatly facilitated the formation of an epoxide as well as its further conversion to the B-nor-5-carboxaldehyde. Since similar results were obtained in the presence of Mo (CO)_6 or MoCl_5,the effect seems to be independent of the valency and the ligand of the molybdenum catalyst. 2. The reactions using Mo (CO)_6 were carried out in various solvents, and it was found that epoxidation or allylic oxidation occurred almost exclusively in benzene or in tert-butyl alcohol (^tBuOH), respectively. The reaction probably proceeds by a radical mechanism in ^tBuOH, but not in benzene. In acetonitrile as a solvent, on the other hand, homolytic and heterolytic decomposition of ^tBuOOH seemed to occur simultaneously.
- 公益社団法人日本薬学会の論文
- 1981-01-25
著者
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武藤 俊樹
Faculty of Pharmaceutical Sciences, Hokkaido University
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武藤 俊樹
Faculty Of Pharmaceutical Sciences Hokkaido University
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木村 道也
Faculty Of Pharmaceutical Sciences Hokkaido University
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