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Synlett 1995; 1995(9): 935-937
DOI: 10.1055/s-1995-5113
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[2+3] Cycloadditions of Enantiomerically Pure Oxazoline-N-Oxides: Stereoselective Synthesis of Functionalized β-Lactones

Olivier Dirat, Thierry Berranger, Yves Langlois*
  • *Laboratoire de Synthèse des Substances Naturelles, Associé au CNRS, Université de Paris-sud, 91405, Orsay, France, Fax 33 1 69 41 37 68
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Publication Date:
31 December 2000 (online)

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A diastereoselective [2+3] cycloaddition between oxazoline-N-oxide 6 and α,β-unsaturated esters 7a, 7b afforded cycloadducts 8a, 8b. Adduct 8b was subsequently transformed into β-lactone 21 in a seven step high yield sequence of reactions.

Asymmetric [2+3] Cycloaddition - Oxazoline-N-Oxide - β-Lactone