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Enantiospecific synthesis of heterocyclic compounds: an approach to functionalised tetrahydrofurans from intramolecular dipolar cycloadditions

1995; Elsevier BV; Volume: 36; Issue: 42 Linguagem: Inglês

10.1016/0040-4039(95)01575-3

1873-3581

Alan T. Hewson, Jim Jeffery, Natalka. Szczur,

Asymmetric Synthesis and Catalysis

Abstract Intramolecular cycloaddition of the nitrone 8 , derived from the glucal 1 , produces stereospecifically the isoxazolidine 9 which may be reductively cleaved to afford functionalised aminotetrahydrofuran polyols such as 20 and 23