TY - JOUR
T1 - 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
AU - Cherkauskas, John P.
AU - Klos, Andrew M.
AU - Borzilleri, Robert M.
AU - Sisko, Joseph
AU - Weinreb, Steven M.
AU - Parvez, Masood
PY - 1996/2/26
Y1 - 1996/2/26
N2 - 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.
AB - 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.
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U2 - 10.1016/0040-4020(95)01100-5
DO - 10.1016/0040-4020(95)01100-5
M3 - Article
AN - SCOPUS:0030022518
SN - 0040-4020
VL - 52
SP - 3135
EP - 3152
JO - Tetrahedron
JF - Tetrahedron
IS - 9
ER -