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Azetidine derivativesR 0045 Indium-Promoted Acyloxyallylation Reaction of Azetidine-2,3-diones in Aqueous

Media: A New Route to Densely Functionalized 3-Substituted 3-Hydroxy-β-lac-tams. — Under indium-promoted Barbier conditions, 2 stereocenters are formed: the stereochemistry at the new C-3 quaternary center is fully controlled by placing a bulky chiral substituent at C-4. However, poor stereoselectivities depending on the nature of the N-protecting group are observed at the new allylic stereocenter. — (ALCAIDE*, B.; ALMENDROS, P.; ARAGONCILLO, C.; CABRERO, G.; CALLEJO, R.; RUIZ, M. P.; Eur. J. Org. Chem. 2008, 26, 4434-4439; Dep. Quim. Org., Fac. Quim., Univ. Complutense, E-28040 Madrid, Spain; Eng.) — Kieslich

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ChemInform 2009, 40, issue 02 © 2008 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim