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Synlett 1998; 1998(12): 1333-1334
DOI: 10.1055/s-1998-1969
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Stereoselective Intramolecular Oxime Olefin Cycloadditions Involving Carbohydrate Derived Precursors

Stéphane Moutel* , Michael Shipman
  • *Department of Chemistry, University of Exeter, Stocker Rd., Exeter, EX4 4QD, U.K.; Fax + 44 1392 263 434; E-mail: m.shipman@exeter.ac.uk
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Publication Date:
31 December 2000 (online)

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Intramolecular oxime olefin cycloaddition reactions of carbohydrate derived precursors can be used to prepare highly functionalised 3-oxa-2-azabicyclo[3.3.0]hexanes with good to excellent levels of stereocontrol.

[3+2] cycloaddition - oxime - carbohydrate - cyclopentanoids