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NovelEasily Recyclable Bifunctional Phosphonic Acid Carrying Tripeptides for the StereoselectiveMichael Addition of Aldehydes with Nitroalkenes
Journal article   Peer reviewed

NovelEasily Recyclable Bifunctional Phosphonic Acid Carrying Tripeptides for the StereoselectiveMichael Addition of Aldehydes with Nitroalkenes

Margery Cortes-Clerget, Olivier Gager, Maelle Monteil, Jean-Luc Pirat, Evelyne Migianu-Griffoni, Julia Deschamp and Marc Lecouvey
Advanced Synthesis and Catalysis, (358), pp.34-40
2016

Abstract

asymmetric synthesis Michael addition organocatalysis peptides phosphonates
Anovel bifunctional organocatalyst library combiningboth aminocatalysis and phosphonic acid activation was used for the first time as an efficient tool for the stereoselective Michael addition of aldehydes with several aromaticnitroalkenes with good selectivities up to 95:5 dr and 93:7 er. Due to their high water solubility,the catalysts were easily recyclable andcould be reused over several cycles without anysignificant lo ss of selectivity.
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