Highly stereoselective intermolecular oxy-michael addition reaction to alpha,beta-unsaturated malonate esters |
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| Authors: | Buchanan David J Dixon Darren J Hernandez-Juan Felix A |
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| Institution: | Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, U.K. djb26@cam.ac.uk |
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| Abstract: | reaction: see text] The highly diastereoselective oxy-Michael addition of the "naked" anion of (6S)-methyl delta lactol to alkylidiene-, arylidene-, and heteroarylidenemalonate derivatives leading to the direct formation of THP-protected beta-hydroxy ester derivatives is described. Subsequent acid-mediated deprotection affords the enantioenriched aldol products in quantitative yields. |
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