Diversity-generation from an allenoate-enone coupling: syntheses of azepines and pyrimidones from common precursors

被引：21

作者：

Evans, CA ^{[1
]}

Cowen, BJ ^{[1
]}

Miller, SJ ^{[1
]}

机构：

[1] Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA

来源：

TETRAHEDRON | 2005年 / 61卷 / 26期

基金：

美国国家科学基金会;

关键词：

heterocycle; quinuclidine; azacycle;

D O I：

10.1016/j.tet.2005.03.106

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Amine-catalyzed coupling reactions of allenoate esters and alpha,beta-unsaturated carbonyls lead to a diverse range of alpha,alpha'-disubstituted allenoates. With appropriately substituted monomers, intermolecular reactions can lead to pyrimidone products. Alternatively, with amine substituted allenoates, a 7-endo-dig cyclization can be carried out such that a divergent pathway is observed that leads to azepine scaffolds. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：6309 / 6314

页数：6

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