Diastereoselective synthesis of 3,6-disubstituted 3,6-dihydropyridin-2-ones

被引：21

作者：

Anderson, TF ^{[1
]}

Knight, JG ^{[1
]}

Tchabanenko, K ^{[1
]}

机构：

[1] Univ Newcastle Upon Tyne, Sch Nat Sci, Newcastle Upon Tyne NE1 7RU, Tyne & Wear, England

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 04期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/S0040-4039(02)02677-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In a short sequence, 5-vinyloxazolidin-2-ones were converted into the 3,6-disubstituted 3,6-dihydropyridin-2-ones via Pd-catalysed carbonylation and enolate alkylation with high diastereoselectivity. Alkylation of 6-substituted N-methylpyridin-2-ones gives stereoselectively the 3,6-anti diastereoisomer with MeI, BuI and i-PrI. Alkylation of the corresponding N-BOC pyridinones gives the 3,6-syn diastereoisomer with high selectivity. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：757 / 760

页数：4

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