Unexpected rearrangement during biomimetic entry toward a taxane skeleton

被引:25
作者
Nishizawa, M [1 ]
Imagawa, H [1 ]
Hyodo, I [1 ]
Takeji, M [1 ]
Morikuni, E [1 ]
Asoh, K [1 ]
Yamada, H [1 ]
机构
[1] Tokushima Bunri Univ, Fac Pharmaceut Sci, Tokushima 7708055, Japan
关键词
D O I
10.1016/S0040-4039(97)10556-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bicyclol9.3.1]pentadecatriene derivative 4 which corresponds to a precursor of taxol in a biomimetic entry was constructed by means of TiCl4-Zn promoted McMurry cyclization and Mitsunobu inversion. Treatment of 4 with mercuric triflate afforded an unexpected rearrangement-transannular cyclization product 5. (C) 1997 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:389 / 392
页数:4
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