Issue 5, 2016

Carbamoyl anion-initiated cascade reaction for stereoselective synthesis of substituted α-hydroxy-β-amino amides

Abstract

A carbamoyl anion-initiated cascade reaction with acylsilanes and imines has been used to rapidly construct substituted α-hydroxy-β-amino amides. The Brook rearrangement-mediated cascade allows the formation of two C–C bonds and one O–Si bond in a single pot. Using this approach, a range of α-aryl α-hydroxy-β-amino amides has been synthesized in high yields with excellent diastereoselectivities.

Graphical abstract: Carbamoyl anion-initiated cascade reaction for stereoselective synthesis of substituted α-hydroxy-β-amino amides

Supplementary files

Article information

Article type
Communication
Submitted
29 Sep 2015
Accepted
02 Nov 2015
First published
18 Nov 2015

Chem. Commun., 2016,52, 912-915

Carbamoyl anion-initiated cascade reaction for stereoselective synthesis of substituted α-hydroxy-β-amino amides

C. Lin, P. Ma, Z. Sun, C. Lu and Y. Xu, Chem. Commun., 2016, 52, 912 DOI: 10.1039/C5CC08118A

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