Literature DB >> 18715009

Catalytic enantioselective Reformatsky reaction with ortho-substituted diarylketones.

M Angeles Fernández-Ibáñez1, Beatriz Maciá, Adriaan J Minnaard, Ben L Feringa.   

Abstract

The catalytic enantioselective Reformatsky reaction with ortho-substituted diarylketones with good enantioselectivities and moderate to good yields is reported. A readily available BINOL derivative is used as a chiral catalyst, and the reactions are performed with ethyl iodoacetate as a nucleophile and Me2Zn as the zinc source. The presence of air was found to be crucial to achieve an effective C-C bond formation pointing to a radical mechanism.

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Year:  2008        PMID: 18715009     DOI: 10.1021/ol801574m

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


  1 in total

1.  Diastereoselective synthesis of pentasubstituted gamma-butyrolactones from silyl glyoxylates and ketones through a double Reformatsky reaction.

Authors:  Stephen N Greszler; Jeffrey S Johnson
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

  1 in total

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