Stereoselective Synthesis of meso-1,5-Cyclodecadiynes

Gagik G. Melikyan, Ryan Spencer and Edwin Abedi
Department of Chemistry and Biochemistry, California State University Northridge, Northridge, California 91330-8262
J. Org. Chem., 2009, 74 (22), pp 8541–8546
DOI: 10.1021/jo901404f
Publication Date (Web): October 15, 2009
Copyright © 2009 American Chemical Society

Abstract

Abstract Image

Reduction of Co2(CO)6-stabilized bis-propargyl cations with cobaltocene occurs with high meso-diastereoselectivity (up to 97%), affording, upon decomplexation, meso-1,5-cyclodecadiynes, otherwise hardly accessible.

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History

  • Published In Issue November 20, 2009
  • Article ASAPOctober 15, 2009
  • Received: July 01, 2009

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