Selective α-amination and α-acylation of esters and amides via dual reactivity of O-acylhydroxylamines toward zinc enolates.

Published

Journal Article

Selective α-amination and α-acylation of esters and amides have been developed, employing O-acylhydroxylamines as a dually reactive aminating and acylating reagent. Treatment of zinc enolates with O-acylhydroxylamines provides solely 1,3-dicarbonyl compounds under mild conditions. Introduction of a copper catalyst into the system shifts the reactivity entirely, yielding α-amination products exclusively.

Full Text

Duke Authors

Cited Authors

  • McDonald, SL; Wang, Q

Published Date

  • March 2014

Published In

Volume / Issue

  • 50 / 19

Start / End Page

  • 2535 - 2538

PubMed ID

  • 24463701

Pubmed Central ID

  • 24463701

Electronic International Standard Serial Number (EISSN)

  • 1364-548X

International Standard Serial Number (ISSN)

  • 1359-7345

Digital Object Identifier (DOI)

  • 10.1039/c3cc49296f

Language

  • eng