TAXAMYCINS - A NEW ENEDIYNE FAMILY CONSTRUCTED FROM VERSATILE DISILYL-SUBSTITUTED BUILDING-BLOCKS

被引：59
作者：
LU, YF [1 ]
HARWIG, CW [1 ]
FALLIS, AG [1 ]
机构：
[1] UNIV OTTAWA,OTTAWA CARLETON CHEM INST,DEPT CHEM,OTTAWA K1N 6N5,ONTARIO,CANADA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 16期
关键词：
D O I：
10.1021/jo00068a011
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Pd(0)-based synthesis of two disilyl synthons [(Z)-1-(trimethylsilyl)-6-(tert-butyldiphenylsilyl)hex-3-ene-1,5-diyne (7) and (Z)-1-(trimethylsilyl)-6-(triisopropylsilyl)hex-3-ene-1,5-diyne (8)], selective removal of the trimethylsilyl group (K2CO3, MeOH) to afford 13 and 14, and the construction of the taxamycin-12 compound 25 (16,17,18-trimethyl-2-(monomethyloxy)-9-hydroxybicyclo[9.3.1]pentadec-5-ene-3,7-diyne) by intramolecular Nozaki condensation of the iodoalkyne 24 (1,3,3-trimethyl-2-(2-oxoethyl)-4-((Z)-1-(monomethyloxy)-7-iodohept-4-ene-3,6-diynyl)cyclohexene) is described.
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收藏
页码：4202 / 4204
页数：3
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