Literature DB >> 21117651

Synthesis of unsaturated seven-membered ring lactams through palladium-catalyzed amination and intramolecular cyclocarbonylation reactions of amines and Baylis-Hillman acetates.

Hong Cao1, Tiago O Vieira, Howard Alper.   

Abstract

A versatile synthesis of unsaturated seven-membered ring lactams has been developed. The sequence involves hydroamination of Baylis-Hillman acetate with amines, followed by intramolecular cyclocarbonylation reactions of the resulting allylamines. This process can tolerate a wide array of functional groups, and affords lactams in excellent yields.

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Year:  2010        PMID: 21117651     DOI: 10.1021/ol102699a

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Reactions of nitroxides XIII: Synthesis of the Morita-Baylis-Hillman adducts bearing a nitroxyl moiety using 4-acryloyloxy-2,2,6,6-tetramethylpiperidine-1-oxyl as a starting compound, and DABCO and quinuclidine as catalysts.

Authors:  Jerzy Zakrzewski
Journal:  Beilstein J Org Chem       Date:  2012-09-12       Impact factor: 2.883

2.  Amines as key building blocks in Pd-assisted multicomponent processes.

Authors:  Didier Bouyssi; Nuno Monteiro; Geneviève Balme
Journal:  Beilstein J Org Chem       Date:  2011-10-10       Impact factor: 2.883

  2 in total

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