New access to indolizidine and pyrrolizidine alkaloids from an enantiopure proline:: Total syntheses of (-)-lentiginosine and (1R,2R,7aR)-Dihydroxypyrrolizidine

被引：39

作者：

Angle, Steven R. ^{[1
]}

Bensa, David ^{[1
]}

Belanger, Dominique S. ^{[1
]}

机构：

[1] Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 15期

关键词：

D O I：

10.1021/jo070462w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new approach to the synthesis of indolizidine and pyrrolizidine skeletons is reported. (-)-Lentiginosine and (1R,2R,7aR)-dihydroxypyrrolizidine have both been synthesized in 13 steps from di-O-isopropylidene-D-mannitol. The common key intermediate is (-)-dihydroxyproline benzyl ester 10.

引用

页码：5592 / 5597

页数：6

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