Literature DB >> 22997095

A nonmetal approach to α-heterofunctionalized carbonyl derivatives by formal reductive X-H insertion.

Eric J Miller1, Wei Zhao, Jonathan D Herr, Alexander T Radosevich.   

Abstract

Keeping it organic: A direct synthesis of α-alkoxy and α-amino ester derivatives by direct reductive coupling of widely available, stable α-keto esters and protic pronucleophiles is described (see scheme; X = OR, NR(2)). The method serves as a convenient nonmetal alternative to X-H insertion by diazo decomposition.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2012        PMID: 22997095     DOI: 10.1002/anie.201205604

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  4 in total

1.  P(NMe2)3-Mediated Umpolung Alkylation and Nonylidic Olefination of α-Keto Esters.

Authors:  Sunewang Rixin Wang; Alexander T Radosevich
Journal:  Org Lett       Date:  2015-07-15       Impact factor: 6.005

Review 2.  Phosphine Organocatalysis.

Authors:  Hongchao Guo; Yi Chiao Fan; Zhanhu Sun; Yang Wu; Ohyun Kwon
Journal:  Chem Rev       Date:  2018-09-27       Impact factor: 60.622

3.  Phosphorus(III)-Mediated Reductive Condensation of α-Keto Esters and Protic Pronucleophiles.

Authors:  Wei Zhao; Alexander T Radosevich
Journal:  Organic Synth       Date:  2015

4.  Main Group Redox Catalysis of Organopnictogens: Vertical Periodic Trends and Emerging Opportunities in Group 15.

Authors:  Jeffrey M Lipshultz; Gen Li; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2021-01-19       Impact factor: 15.419

  4 in total

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