Total synthesis of (+)-mycalamide A

被引:38
作者
Kagawa, N [1 ]
Ihara, M
Toyota, M
机构
[1] Osaka Prefecture Univ, Grad Sch Sci, Dept Chem, Sakai, Osaka 5998531, Japan
[2] Tohoku Univ, Grad Sch Pharmaceut Sci, Sendai, Miyagi 9808578, Japan
关键词
D O I
10.1021/ol052943c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convergent total synthesis of (+)-mycalamide A is described. A Yb(OTf)(3)-TMSCI catalytic system is used to synthesize a trioxadecalin ring system, which contains the right segment of mycalamide A. In addition, a tetrallydropyran ring, which is the left segment, is constructed with use of a novel one-pot delta-lactonization protocol. Both segments are prepared from a common starting material, D-mannitol. These segments are then coupled and the functional groups are transformed to synthesize (+)-mycalamide A.
引用
收藏
页码:875 / 878
页数:4
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