Issue 44, 2019

Enantioselective carbene insertion into the N–H bond of benzophenone imine

Abstract

Efficient enantioselective insertion of α-diazoesters into the N–H bond of N-sp2-hybridized benzophenone imine was realized by using Rh2(esp)2 and chiral guanidine cooperative catalysis. Both aliphatic and aromatic substituted α-amino esters were obtained in high yields (up to 99%) and good enantioselectivities (up to 95.5 : 4.5 er) under mild reaction conditions.

Graphical abstract: Enantioselective carbene insertion into the N–H bond of benzophenone imine

Supplementary files

Article information

Article type
Edge Article
Submitted
08 Jul 2019
Accepted
16 Sep 2019
First published
18 Sep 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2019,10, 10305-10309

Enantioselective carbene insertion into the N–H bond of benzophenone imine

J. Yang, P. Ruan, W. Yang, X. Feng and X. Liu, Chem. Sci., 2019, 10, 10305 DOI: 10.1039/C9SC03354H

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