Cephalostatin synthesis. 15. Synthesis of the South unit of cephalostatin. 7. Total syntheses of (+)-cephalostatin 7, (+)-cephalostatin 12, and (+)-ritterazine K

被引:59
作者
Jeong, JU [1 ]
Guo, CX [1 ]
Fuchs, PL [1 ]
机构
[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA
关键词
D O I
10.1021/ja9817141
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Transformation of alcohol 4 to alpha-azidoketone 6, a hexacyclic steroid bearing the requisite functionality and spiroketal stereochemistry of the symchiral South portion of cephalostatin 7 (10) is described. Reaction of a 1:1 mixture of alpha-azidoketones 5 and 6 with sodium hydrogen telluride is followed by cleavage of the protecting groups cephalostatin 12 (9), cephalostatin 7 (10), and ritterazine K (11).
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页码:2071 / 2084
页数:14
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