Enantioselective syntheses of authentic sclerophytin A, sclerophytin B, and cladiell-11-ene-3,6,7-triol

被引：55

作者：

Gallou, F

MacMillan, DWC

Overman, LE ^{[1
]}

Paquette, LA

Pennington, LD

Yang, J

机构：

[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA

[2] Ohio State Univ, Dept Chem, Columbus, OH 43210 USA

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 01期

关键词：

D O I：

10.1021/ol000345m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Two distinctively different total syntheses of natural sclerophytin A in its revised structural formulation are reported. The first proceeds from (S)-carvone via a cladiellene triol and involves photoisomerization of the double bond, The second route makes use of (5S)-5-(d-menthyloxy)-2(5H)-furanone, which is subjected to cycloaddition, Claisen ring expansion, and regiocontrolled dihydroxylation tactics.

引用

页码：135 / 137

页数：3

共 23 条

[1] SCLEROPHYTIN C-F - ISOLATION AND STRUCTURES OF 4 NEW DITERPENES FROM THE SOFT CORAL SCLEROPHYTUM-CAPITALIS [J].