Pd(0)/InI-Mediated Allylic Additions to 4-Acetoxy-2-azetidinone: New Route to Highly Functionalized Carbocyclic Scaffolds

被引：23

作者：

Cesario, Cara ^{[1
]}

Miller, Marvin J. ^{[1
]}

机构：

[1] Univ Notre Dame, Dept Chem & Biochem, Notre Dame, IN 46556 USA

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 06期

关键词：

INDIUM-MEDIATED ALLYLATION; RING OPENINGS; BETA-LACTAM; CARBAPENAMS; ALDEHYDES; REAGENTS; SYSTEMS;

D O I：

10.1021/ol9000685

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acylnitroso-derived hetero-Diels-Alder cycloadducts are susceptible to C-O bond cleavage with Pd(0) and InI to form allylic indium(III) species. The in situ prepared allylindium compounds readily react at room temperature with Eschenmoser's salt. Allylation of 4-acetoxy-2-azetidinone provides derivatized cyclopentenes in high regio- and diastereoselectivity.

引用

页码：1293 / 1295

页数：3

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