A straightforward synthesis of enantiomerically pure trans-2,5-bis(alkyloxymethyl) pyrrolidines by 1,3-dipolar cycloaddition reactions of azomethine ylides

被引：0

作者：

Wittland, C ^{[1
]}

Risch, N ^{[1
]}

机构：

[1] Univ Gesamthsch Paderborn, Fachbereich Chem & Chem Tech, D-33098 Paderborn, Germany

来源：

JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG | 2000年 / 342卷 / 03期

关键词：

azomethine ylides; domino reactions; synthetic methods; iminium salts; pyrrolidines;

D O I：

10.1002/(SICI)1521-3897(200003)342:3<311::AID-PRAC311>3.0.CO;2-B

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A new efficient method for the stereoselective preparation of trans-2,5-bis(alkyloxymethyl)pyrrolidines (7) using easily available starting materials is described. The main step of this synthesis is the stereoselective formation of the pyrrolidine ring by the 1,3-dipolar cycloaddition reaction of an in situ generated azomethine ylide. Both enantiomers of the C-2-symmetric auxiliaries are prepared separately in a short reaction sequence.

引用

页码：311 / 315

页数：5

共 21 条

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