SYNTHETIC USES OF STEROIDAL RING B DIENE PROTECTION - 22,23-DIHYDROERGOSTEROL

被引:85
作者
BARTON, DHR [1 ]
GUNATILAKA, AAL [1 ]
NAKANISHI, T [1 ]
PATIN, H [1 ]
WIDDOWSON, DA [1 ]
WORTH, BR [1 ]
机构
[1] IMPERIAL COLL SCI & TECHNOL, DEPT CHEM, LONDON SW7 2AZ, ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1976年 / 08期
关键词
D O I
10.1039/p19760000821
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Protection of the ring B diene system of ergosterol by a 2-step addition of the elements of water across the 5,6-double bond, formation of the 4-phenyl-1,2,4-triazoline-3,5-dione adduct, or formation of the iron tricarbonyl adduct by treatment with p-methoxybenzylideneacetonetricarbonyliron, allowed selective reduction of the 22,23-double bond by catalytic or, as appropriate, ionic hydrogenation. Regeneration of the 5,7-diene system in each case gave a high yield of 22,23-dihydroergosterol.
引用
收藏
页码:821 / 826
页数:6
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