Total synthesis of (±)-hapalindole Q

被引:34
作者
Kinsman, AC [1 ]
Kerr, MA [1 ]
机构
[1] Univ Western Ontario, Dept Chem, London, ON N6A 5B7, Canada
关键词
D O I
10.1021/ol0165138
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
GRAPHICS The total synthesis of the antibacterial and antimlycotic alkaloid hapalindole Q has been achieved in eight steps and 12.4% overall yield. The key step involves a regio- and diastereoselective Diels-Alder reaction to afford a bicyclo[2.2.2]oct-2-ene. This cycloadduct was subsequently dihydroxylated, cleaved, and converted to the natural product.
引用
收藏
页码:3189 / 3191
页数:3
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