Lasonolide A: Structural revision and total synthesis

被引:76
作者
Song, HY
Joo, JM
Kang, JW
Kim, DS
Jung, CK
Kwak, HS
Park, JH
Lee, E [1 ]
Hong, CY
Jeong, S
Jeon, K
Park, JH
机构
[1] Seoul Natl Univ, Sch Chem & Mol Engn, Seoul 151747, South Korea
[2] LG Life Sci, R&D, Taejon 305380, South Korea
关键词
D O I
10.1021/jo034930n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The proposed structure of lasonolide A was synthesized employing radical cyclization reactions of beta-alkoxyacrylates for preparation of the tetrahydropyranyl units A and B, but the spectroscopic data did not match those of the natural product. Both enantiomers of a revised structure featuring 17E,25Z double bonds were synthesized, and the (-)-isomer was found to be the biologically active enantiomer.
引用
收藏
页码:8080 / 8087
页数:8
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