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" |
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" |
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" |