New strategy for the total synthesis of macrosphelides A and B based on ring-closing metathesis

被引:47
作者
Matsuya, Y [1 ]
Kawaguchi, T [1 ]
Nemoto, H [1 ]
机构
[1] Toyama Med & Pharmaceut Univ, Fac Pharmaceut Sci, Toyama 9300194, Japan
关键词
D O I
10.1021/ol0350689
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new total synthesis of macrosphelides A and B using ring-closing metathesis (RCM) as a macrocyclization step is described. The substrate of the RCM could be synthesized from readily available chiral materials, methyl (S)-(+)-3-hydroxybutyrate and methyl (S)-(-)-lactate, with a high efficiency. The RCM proceeded in the presence of Grubbs' Ru-complex, providing a new effective synthetic route to these natural products.
引用
收藏
页码:2939 / 2941
页数:3
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