Literature DB >> 10891260

Asymmetric wolff rearrangement reactions with alpha-alkylated-alpha-diazoketones: stereoselective synthesis of alpha-substituted-beta-amino acid derivatives

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Abstract

Photoinduced asymmetric Wolff rearrangement reactions were performed with alpha-amino-alpha'-methyl-alpha'-diazoketones to afford alpha-methyl-beta-amino acid esters with good stereoselectivity. Factors that may influence the stereochemistry were examined, including steric effects and temperature dependence, which had a great impact on the stereochemistry.

Entities:  

Year:  2000        PMID: 10891260     DOI: 10.1021/ol006146k

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Homologation of α-aryl amino acids through quinone-catalyzed decarboxylation/Mukaiyama-Mannich addition.

Authors:  Benjamin J Haugeberg; Johnny H Phan; Xinyun Liu; Thomas J O'Connor; Michael D Clift
Journal:  Chem Commun (Camb)       Date:  2017-03-09       Impact factor: 6.222

2.  A practical route to β(2,3)-amino acids with alkyl side chains.

Authors:  Luigi Longobardo; Marina DellaGreca; Ivan de Paola
Journal:  Springerplus       Date:  2015-09-25

Review 3.  Recent Advances in Enantioselective Photochemical Reactions of Stabilized Diazo Compounds.

Authors:  Ting-Bi Hua; Qing-Qing Yang; You-Quan Zou
Journal:  Molecules       Date:  2019-09-02       Impact factor: 4.411

  3 in total

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