Total Synthesis of (+)-Clavilactone A and (-)-Clavilactone B by Ring-Opening/Ring-Closing Metathesis

被引:45
|
作者
Takao, Ken-ichi [1 ]
Nanamiya, Ryuki [1 ]
Fukushima, Yuuki [1 ]
Namba, Ayumi [1 ]
Yoshida, Keisuke [1 ]
Tadano, Kin-ichi [1 ]
机构
[1] Keio Univ, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan
关键词
REARRANGEMENT METATHESIS; STRUCTURE ELUCIDATION; MOSHER METHOD; ALDEHYDES; CLAVILACTONES; FACILE; BINOL; DIOLS; ACID;
D O I
10.1021/ol4027842
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The enantioselective total synthesis of natural enantiomers of clavilactones A and B has been achieved. A key feature of the synthesis is the use of a ring-opening/ring-closing metathesis, which allows the one-pot transformation of a strained cyclobutenecarboxylate into a gamma-butenolide.
引用
收藏
页码:5582 / 5585
页数:4
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