TOTAL SYNTHESIS OF THE CYTOTOXIC MACROCYCLE (+)-HITACHIMYCIN

被引:52
作者
SMITH, AB [1 ]
RANO, TA [1 ]
CHIDA, N [1 ]
SULIKOWSKI, GA [1 ]
WOOD, JL [1 ]
机构
[1] UNIV PENN,RES STRUCT MATTER LAB,PHILADELPHIA,PA 19104
关键词
D O I
10.1021/ja00047a008
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first total synthesis of the antitumor antibiotic (+)-hitachimycin (a.k.a. stubomycin) (1) has been achieved in 22 steps and 1.1% overall yield. The cornerstone of the synthetic strategy was a highly stereoselective three-component coupling of (-)-5-methoxycyclopentenone (4) with a zincate derived from vinyl iodide 3a and aldehyde (-)-51.
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页码:8008 / 8022
页数:15
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