A concise stereoselective synthesis of Preussin, 3-epi-Preussin, and analogues

被引:57
作者
Bertrand, Myra Beaudoin [1 ]
Wolfe, John P. [1 ]
机构
[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
关键词
D O I
10.1021/ol0606435
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new stereoselective synthesis of the antifungal and antitumor agents Preussin and 3-epi-Preussin via a Pd-catalyzed carboamination of a protected amino alcohol is described. The key transformation leads to simultaneous formation of the N-C2 bond and the C1'-aryl bond, and allows installation of the aryl group one step from the end of the sequence. This strategy permits the facile construction of a variety of preussin analogues bearing different aromatic groups.
引用
收藏
页码:2353 / 2356
页数:4
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