Chiral 3-hydroxypyrrolidin-2-ones from a Baylis-Hillman adduct: convergent, stereoselective synthesis of a glycosidase inhibitor

被引：17

作者：

Galeazzi, R ^{[1
]}

Martelli, G ^{[1
]}

Mobbili, G ^{[1
]}

Orena, M ^{[1
]}

Rinaldi, S ^{[1
]}

机构：

[1] Univ Politecn Marche, Dipartmento Sci Mat Terra, I-60131 Ancona, Italy

来源：

TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 20期

关键词：

D O I：

10.1016/j.tetasy.2004.08.016

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The O-silyl derivative 4b, prepared starting from the Baylis-Hillman adduct 4a, underwent cyclization on treatment with (S)-phenylethylamine, to give to an equimolar mixture of the 4,5-cis-disubstituted pyrrolidin-2-ones 9 and 10, exclusively, which after separation by silica gel chromatography were both converted into the 3-hydroxy-4-hydroxymethylpyrrolidine 1 a glycosidase inhibitor. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：3249 / 3256

页数：8

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