OXIDATION OF TRITERPENOIDS .9. OXIDATION OF LUPANONE WITH SELENIUM DIOXIDE IN TERT-BUTANOL

被引:0
作者
PRADHAN, BP [1 ]
CHAKRABORTY, S [1 ]
SUBBA, GC [1 ]
WEYERSTAHL, P [1 ]
机构
[1] TECH UNIV BERLIN,INST ORGAN CHEM,W-1000 BERLIN,GERMANY
来源
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 1991年 / 30卷 / 04期
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Lupanone (1) on prolonged heating with selenium dioxide in t-butanol furnishes six products, lup-1-en-3-one (2), lup-1(2)-en-3-one-2-selenide (3), lup-1(2)-en-3-one-2-bis-selenide (4), 3-carboxy-1-beta, 3 adihydroxy-A-norlupane (5), A-norlupan anhydride (6), 1-hydroxylupan anhydride (7) and 1-hydroxy-A-norlup-2-carb -->4-olide (8). Oxidation of 3/4 with alkaline H2O2 affords 1 alpha,2alpha-epoxy-lup-3-one (9). The structures of the compounds have been established on the basis of analytical and spectral data.
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页码:390 / 394
页数:5
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