Total synthesis of the chlorinated marine natural product dysamide B

被引:48
作者
Durow, Amanda C. [1 ]
Long, G. Cliona [1 ]
O'Connell, Susan J. [1 ]
Willis, Christine L. [1 ]
机构
[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
关键词
D O I
10.1021/ol062279f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Two approaches to the synthesis of (2S,4S)-5,5-dichloroleucine are compared, and the parent amino acid was used in the first total synthesis of the polychlorinated marine natural product, dysamide B. A key step was the lead tetraacetate-mediated decarboxylation of an alpha, alpha-dichloro acid in the presence of 1,4-cyclohexadiene to generate the dichloromethyl group.
引用
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页码:5401 / 5404
页数:4
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