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J Am Chem Soc


Title:"An iterative catalytic route to enantiopure deoxypropionate subunits: asymmetric conjugate addition of grignard reagents to alpha,beta-unsaturated thioesters"
Author(s):Des Mazery R; Pullez M; Lopez F; Harutyunyan SR; Minnaard AJ; Feringa BL;
Address:"Department of Organic Chemistry and Molecular Inorganic Chemistry, Stratingh Institute, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands"
Journal Title:J Am Chem Soc
Year:2005
Volume:127
Issue:28
Page Number:9966 - 9967
DOI: 10.1021/ja053020f
ISSN/ISBN:0002-7863 (Print) 0002-7863 (Linking)
Abstract:"A highly enantioselective (up to 96% ee) conjugate addition of Grignard reagents, in particular, MeMgBr, to alpha,beta-unsaturated thioesters is provided as well as its application to a diastereo- and enantioselective iterative route to syn- and anti-1,3-dimethyl arrays and deoxypropionate subunits. The versatility of the method is illustrated in the synthesis of (-)-lardolure, a multimethyl-branched insect natural pheromone"
Keywords:
Notes:"PubMed-not-MEDLINEDes Mazery, Renaud Pullez, Maddalena Lopez, Fernando Harutyunyan, Syuzanna R Minnaard, Adriaan J Feringa, Ben L eng 2005/07/14 J Am Chem Soc. 2005 Jul 20; 127(28):9966-7. doi: 10.1021/ja053020f"

 
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