ASYMMETRIC-SYNTHESIS OF (1R,8S)-1-HYDROXYPYRROLIZIDIN-3-ONES AND (1S,8S)-1-HYDROXYPYRROLIZIDIN-3-ONES VIA THE ALDOL REACTION BETWEEN N-BOC-(S)-PROLINAL AND CHIRAL ACETATE ENOLATE EQUIVALENTS DERIVED FROM (S)-[(ETA-5-C5H5)FE(CO)(PPH3)COCH3] AND (R)-[(ETA-5-C5H5)FE(CO)(PPH3)COCH3]

被引：37

作者：

BECKETT, RP ^{[1
]}

DAVIES, SG ^{[1
]}

MORTLOCK, AA ^{[1
]}

机构：

[1] DYSON PERRINS LAB,S PARKS RD,OXFORD OX1 3QY,ENGLAND

来源：

TETRAHEDRON-ASYMMETRY | 1992年 / 3卷 / 01期

关键词：

D O I：

10.1016/S0957-4166(00)82319-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Syntheses of both title compounds have been achieved with excellent stereocontrol using chiral acetate enolate equivalents derived from the iron acetyl complex [(eta(5)-C5H5)Fe(CO)(PPh3)COCH3]. The different diastereoselectivities in the two syntheses are rationalised in terms of the concept of double asymmetric induction and the transition state models for the aldol reactions of such enolates are discussed.

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页码：123 / 136

页数：14

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