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Synlett 2000; 2000(9): 1309-1311
DOI: 10.1055/s-2000-7125
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Influence of Lewis Acids on the Regioselectivity of N-Boc-Aziridine-2-carboxylate Microwave-Assisted Rearrangement

Giuliana Cardillo* , Luca Gentilucci, Massimo Gianotti, Alessandra Tolomelli
  • *Diparrtimento di Chimica "G. Ciamician", Università di Bologna and C.S.F.M., via Selmi 2, 40126 Bologna, Italy; Fax +39 0 51 2 09 94 56; E-mail: cardillo@ciam.unibo.it
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Publication Date:
31 December 2000 (online)

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The microwave assisted rearrangement of N-Boc-chiral aziridine-2-imides and esters to oxazolidin-2-ones in the presence of different Lewis acids is presented. The regioselectivity of the reaction strongly depends upon the Lewis acid selected and the reaction conditions.

Lewis acids - rearrangements - microwaves - regioselectivity - ring expansion