Asymmetric total synthesis of (+)-carneic acid A and structure revision of its natural form

被引:10
|
作者
Yamakoshi, Shuhei [1 ]
Hayashi, Nobuyuki [1 ]
Suzuki, Takahiro [1 ]
Nakada, Masahisa [1 ]
机构
[1] Waseda Univ, Fac Sci & Engn, Dept Chem & Biochem, Shinjuku Ku, Tokyo 1698555, Japan
关键词
(+)-PHOMOPSIDIN; OXIDATION; REAGENTS;
D O I
10.1016/j.tetlet.2009.07.024
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This Letter describes the asymmetric total synthesis of (+)-carneic acid A via the stereoselective IMDA reaction of (E,E,E)-triene, which was prepared from the commercially available methyl (S)-3-hydroxy-2-methylpropionate. By this asymmetric total synthesis, we verified that the reported absolute structure of naturally occurring carneic acid A must be revised. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5372 / 5375
页数:4
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