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

Efficient enantioselective insertion of α-diazoesters into the N–H bond of N-sp(2)-hybridized benzophenone imine was realized by using Rh(2)(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 en...

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Detalles Bibliográficos
Autores principales: Yang, Jian, Ruan, Peiran, Yang, Wei, Feng, Xiaoming, Liu, Xiaohua
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6979361/
https://www.ncbi.nlm.nih.gov/pubmed/32110317
http://dx.doi.org/10.1039/c9sc03354h
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author Yang, Jian
Ruan, Peiran
Yang, Wei
Feng, Xiaoming
Liu, Xiaohua
author_facet Yang, Jian
Ruan, Peiran
Yang, Wei
Feng, Xiaoming
Liu, Xiaohua
author_sort Yang, Jian
collection PubMed
description Efficient enantioselective insertion of α-diazoesters into the N–H bond of N-sp(2)-hybridized benzophenone imine was realized by using Rh(2)(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.
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spelling pubmed-69793612020-02-27 Enantioselective carbene insertion into the N–H bond of benzophenone imine Yang, Jian Ruan, Peiran Yang, Wei Feng, Xiaoming Liu, Xiaohua Chem Sci Chemistry Efficient enantioselective insertion of α-diazoesters into the N–H bond of N-sp(2)-hybridized benzophenone imine was realized by using Rh(2)(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. Royal Society of Chemistry 2019-09-18 /pmc/articles/PMC6979361/ /pubmed/32110317 http://dx.doi.org/10.1039/c9sc03354h Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Yang, Jian
Ruan, Peiran
Yang, Wei
Feng, Xiaoming
Liu, Xiaohua
Enantioselective carbene insertion into the N–H bond of benzophenone imine
title Enantioselective carbene insertion into the N–H bond of benzophenone imine
title_full Enantioselective carbene insertion into the N–H bond of benzophenone imine
title_fullStr Enantioselective carbene insertion into the N–H bond of benzophenone imine
title_full_unstemmed Enantioselective carbene insertion into the N–H bond of benzophenone imine
title_short Enantioselective carbene insertion into the N–H bond of benzophenone imine
title_sort enantioselective carbene insertion into the n–h bond of benzophenone imine
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6979361/
https://www.ncbi.nlm.nih.gov/pubmed/32110317
http://dx.doi.org/10.1039/c9sc03354h
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AT ruanpeiran enantioselectivecarbeneinsertionintothenhbondofbenzophenoneimine
AT yangwei enantioselectivecarbeneinsertionintothenhbondofbenzophenoneimine
AT fengxiaoming enantioselectivecarbeneinsertionintothenhbondofbenzophenoneimine
AT liuxiaohua enantioselectivecarbeneinsertionintothenhbondofbenzophenoneimine

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