Journal
TETRAHEDRON-ASYMMETRY
Volume 11, Issue 12, Pages 2625-2633Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0957-4166(00)00205-6
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The intramolecular 1,3-dipolar cycloaddition of a cyclic nitrone, prepared by an asymmetric electrophilic enolate hydroxyamination using the (2R)-bornane-10,2-sultam chiral auxiliary, proceeds to give bridged and fused cycloadducts with total diastereocontrol. Reduction of the fused isoxazolidine provides a 1-azaspiro[4.5]-decane as a potential intermediate in the asymmetric synthesis of the cylindricine alkaloids. (C) 2000 Elsevier Science Ltd. All rights reserved.
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