Stereoselective syntheses of the C(1)-C(9) fragment of amphidinolide C

被引:47
作者
Bates, Robert H. [1 ]
Shotwell, J. Brad [2 ]
Roush, William R. [1 ,2 ]
机构
[1] Scripps Florida, Dept Chem, Jupiter, FL 33458 USA
[2] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
基金
美国国家卫生研究院;
关键词
D O I
10.1021/ol801852j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Stereoselective syntheses of the C(1)-C(9) fragments 18 and 28 of amphidinolide C have been developed. The first-generation sequence involves a diastereoselective chelate-controlled [3 + 2]-annulation reaction of 6 and 7, while the second-generation synthesis involves an intramolecular hetero-Michael cyclization of 8.
引用
收藏
页码:4343 / 4346
页数:4
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