A NEW REARRANGEMENT OF OXETANE-TYPE TAXOIDS

被引:9
作者
APPENDINO, G
VARESE, M
GARIBOLDI, P
GABETTA, B
机构
[1] DIPARTIMENTO SCI CHIM,I-62032 CAMERINO,ITALY
[2] INDENA SPA,I-20141 MILAN,ITALY
关键词
D O I
10.1016/S0040-4039(00)76801-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of 7-triethylsilyl-14 beta-hydroxy-10-deacetylbaccatin III (1b) with pyridinium p-toluenesulfonate in refluxing benzene gave the orthoester 3 as a result of O(2) --> O(14) benzoate migration, contraction of ring A followed by formation of an ether bridge between C(15) and C(10), and rearrangement of the 4-acetoxy-5(20)-oxetane moiety into a C(5)-epimerized 2,4,20-orthoacetate.
引用
收藏
页码:2217 / 2220
页数:4
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