Literature DB >> 11594823

High enantiocontrol in the intramolecular cyclopropanation of diazo ketones catalyzed by dirhodium(II) complexes with ortho-metalated aryl phosphine ligands.

M Barberis1, J Pérez-Prieto, S E Stiriba, P Lahuerta.   

Abstract

[reaction: see text]. Chiral dirhodium(II) complexes, Rh2(O2CCF3)2(PC)2, [PCH = (p-CH3C6H4)3P, (m-CH3C6H4)3P], provide an excellent yield and a high enantiocontrol in the cyclopropanation of alpha-diazo ketones with gamma and delta double bonds. The ee values are significantly dependent on the solvent used; the best results are obtained using pentane.

Entities:  

Year:  2001        PMID: 11594823     DOI: 10.1021/ol010170w

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


  2 in total

1.  Synthesis of (+)-coronafacic acid.

Authors:  Douglass F Taber; Ritesh B Sheth; Weiwei Tian
Journal:  J Org Chem       Date:  2009-03-20       Impact factor: 4.354

2.  Divergent outcomes of carbene transfer reactions from dirhodium- and copper-based catalysts separately or in combination.

Authors:  Xinfang Xu; Wen-Hao Hu; Peter Y Zavalij; Michael P Doyle
Journal:  Angew Chem Int Ed Engl       Date:  2011-10-06       Impact factor: 15.336

  2 in total

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