Diastereoselective total synthesis of isocarbacyclin from L-ascorbic acid

被引：19

作者：

Ishikawa, T

Ishii, H

Shimizu, K

Nakao, H

Urano, J

Kudo, T

Saito, S ^{[1
]}

机构：

[1] Okayama Univ, Sch Engn, Dept Biosci & Biotechnol, Okayama 7008530, Japan

[2] Okayama Univ, Sch Educ, Okayama 7008530, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 23期

关键词：

D O I：

10.1021/jo048738c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diastereoselective total synthesis of isocarbacyclin, which features a fused bicyclic key intermediate available from L-ascorbic acid, is described. The key intermediate was prepared in multigram quantities by the Pauson-Khand reaction Of L-ascorbic acid-based (R)-4,4diallyl- 2,2-dimethyl- 5 -(trim ethylsilyl)ethynyl- 1, 3 -dioxolane (3), discriminating diastereotopic groups and faces of the geminal allyl substituents.

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页码：8133 / 8135

页数：3

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