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Communication | Special issue | Vol 80, No. 2, 2010, pp.863-872
Published online, 11th November, 2009
DOI: 10.3987/COM-09-S(S)109
Synthesis of α-Alkylidene-δ-valerolactones via the Conjugate Addition of Ketone Enolates to Functionalized Allyl Acetates

P. Veeraraghavan Ramachandran* and Annyt Bhattacharyya

*Herbert C. Brown Center for Borane Research, Department of Chemistry, Purdue University, 560 Oval Dr.; BRWN 5131
West Lafayette, IN 47907-2084, U.S.A.


Sequential addition of ketone enolates to allyl acetates bearing an ester, followed by reduction and cyclization provides a variety of substituted α-alkylidene-δ-valerolactones.