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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 21期

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

页码：8080 / 8087

页数：8

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[41] ORGANOFLUOROSILICATES IN ORGANIC-SYNTHESIS .17. OXIDATIVE CLEAVAGE OF SILICON CARBON BONDS IN ORGANO-SILICON FLUORIDES TO ALCOHOLS [J].