First Diastereoselective Intramolecular Baylis−Hillman Reaction: An Easy Access to Chiral α-Methylene-β-hydroxylactones
The Journal of Organic Chemistry2004Vol. 69(19), pp. 6467–6469
Citations Over TimeTop 11% of 2004 papers
Abstract
The first diastereoselective intramolecular Baylis-Hillman reaction of chiral substrates is reported wherein both aldehyde and activated olefin coexist as substituents to afford alpha-methylene-beta-hydroxylactones in good yields exclusively as single isomers under the standard base-catalyzed reaction conditions in CH(2)Cl(2). Formation of alkoxylactones by an in situ derivatization of adducts was also observed.
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