Studies toward the total synthesis of scyphostatin: First entry to the highly functionalized cyclohexenone segment

被引:38
作者
Izuhara, T [1 ]
Katoh, T [1 ]
机构
[1] Sagami Chem Res Ctr, Sagamihara, Kanagawa 2290012, Japan
关键词
D O I
10.1021/ol015873s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The cyclohexenone segment 2 of scyphostatin (1), a potent inhibitor of neutral sphingomyelinase, was synthesized in an enantioselective manner starting from the bromo ether 5 and D-serinal derivative 3. The synthetic method features a coupling reaction of 5 with 3 to construct the asymmetric quaternary carbon center and a stereospecific epoxide ring formation as the key steps.
引用
收藏
页码:1653 / 1656
页数:4
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