Enantioselective synthesis of cuparane sesquiterpenes. Synthesis of (-)-cuparene and (-)-delta-cuparenol

被引:31
作者
Abad, A
Agullo, C
Arno, M
Cunat, AC
Garcia, MT
Zaragoza, RJ
机构
[1] Depto. de Quim. Orgánica, Facultad de Químicas, Universidad de Valencia, E-46100 Burjassot, Valencia
关键词
D O I
10.1021/jo960463g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(-)-Cuparene land (-)-delta-cuparenol, two cuparane-type sesquiterpenoids, were synthesized from beta-cyclogeraniol in 47% and 27% overall yield, respectively, using a Katsuki-Sharpless asymmetric epoxidation, a pinacollic rearrangement, and a Robinson annulation as key synthetic steps.
引用
收藏
页码:5916 / 5919
页数:4
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