Tetrahedron

A new method for preparation of 3, 6-dihydro-2H-1, 3-oxazines and explorations of their use in stereoselective synthesis of 1, 3-amino alcohol derivatives

…, RM Borzilleri, J Sisko, SM Weinreb, M Parvez

Index: Cherkauskas, John P.; Klos, Andrew M.; Borzilleri, Robert M.; Sisko, Joseph; Weinreb, Steven M.; Parvez, Masood Tetrahedron, 1996 , vol. 52, # 9 p. 3135 - 3152

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Citation Number: 11

Abstract

Condensation of β-hydroxy aldehydes with N-sulfonyl aldimines produces 3, 6-dihydro-2H- 1, 3-oxazines in moderate to excellent yields. The process is stereoselective, with the C-2 and C-6 substituents having a trans relationship in these heterocycles. Some transformations of these oxazines as potential acyclic 1, 3-amino alcohol synthons are described.