Elsevier

Tetrahedron Letters

Volume 40, Issue 40, 1 October 1999, Pages 7227-7230
Tetrahedron Letters

Stereoselective synthesis of 2,6-disubstituted morpholines from chiral non-racemic lactams

https://doi.org/10.1016/S0040-4039(99)01530-0Get rights and content

Abstract

Optically pure 2,6-disubstituted morpholines 11 have been obtained by diastereoselective alkylation of 6-substituted 3-oxo morpholines 1 derived from (R)-(−)-phenylglycinol and a series of chiral epoxides.

The diastereoselective alkylation of chiral morpholine lactams afforded substituted products which can be converted to optically pure 2,6-disubstituted morpholines.

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