Literature DB >> 17846574

Asymmetric synthesis of the epimeric (3S)-3-((E)-hex-1-enyl)-2-methylcyclohexanones.

Freek A Vrielynck1, Pierre J De Clercq.   

Abstract

The asymmetric rhodium-catalysed 1,4-addition of alkenylzirconium reagents to 2-cyclohexenone can be useful in the synthesis of 3-alkenyl-2-methylcyclohexanones, provided that formaldehyde is used in trapping the intermediate zirconium enolates. In this manner a four-step sequence leading to the two epimeric 3-hexenyl-2-methylcyclohexanones in enantiomeric form was developed.

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Year:  2007        PMID: 17846574      PMCID: PMC6149330          DOI: 10.3390/12020237

Source DB:  PubMed          Journal:  Molecules        ISSN: 1420-3049            Impact factor:   4.411


  3 in total

1.  Development of analogues of 1alpha,25-dihydroxyvitamin D3 with biased side chain orientation: methylated des-C,D-homo analogues.

Authors:  S Gabriëls; D Van Haver; M Vandewalle; P De Clercq; A Verstuyf; R Bouillon
Journal:  Chemistry       Date:  2001-01-19       Impact factor: 5.236

2.  Proceedings of the 12th Workshop on Vitamin D. Maastricht, The Netherlands, 6-10 July 2003.

Authors: 
Journal:  J Steroid Biochem Mol Biol       Date:  2004-05       Impact factor: 4.292

3.  A catalytic asymmetric three-component 1,4-addition/aldol reaction: enantioselective synthesis of the spirocyclic system of vannusal A.

Authors:  K C Nicolaou; Wenjun Tang; Philippe Dagneau; Raffaella Faraoni
Journal:  Angew Chem Int Ed Engl       Date:  2005-06-20       Impact factor: 15.336

  3 in total

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