Acid catalyzed rearrangement and acyl migration studies on 9-dihydro-13-acetylbaccatin-III, a major taxane from Taxus canadensis

被引:16
作者
Zamir, LO
Balachandran, S
Zheng, YF
Nedea, ME
Caron, G
Nikolakakis, A
Vishwakarma, RA
Sauriol, F
Mamer, O
机构
[1] NATL INST IMMUNOL,BIOORGAN CHEM LAB,NEW DELHI 110067,INDIA
[2] MCGILL UNIV,DEPT CHEM,MONTREAL,PQ H3A 2K6,CANADA
[3] MCGILL UNIV,BIOMED MASS SPECTROMETRY UNIT,MONTREAL,PQ H3A 1A3,CANADA
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/S0040-4020(97)10069-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A detailed investigation of the rearrangement of the major taxane from Taxus canadensis enables to suggest the sequence of the reactions involved: 9-dihydro-13-acetylbaccatin III - abeo-taxanes with intact oxetane and acyl migration - abeo-taxanes with intact oxetane and deacylation - abeo-taxanes with opening of the oxetane and various acyl migrations including two unusual benzoyl shifts. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:15991 / 16008
页数:18
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