A novel, straightforward synthesis of enantiomerically pure 2,6-disubstituted morpholines has been developed. The ring opening of epoxides with TsNHBoc under solid-liquid phase transfer catalysis conditions occurred with N→O migration of the Boc group affording an intermediate carbonate that has been easily transformed to morpholines
Concise Synthesis of C-2-Symmetrical 2,6-Disubstituted Morpholines by N → O Boc Migration under SL-PTC conditions / D. Albanese, D. Landini, M. Penso, A. Tagliabue, E. Carlini. - In: ORGANIC PROCESS RESEARCH & DEVELOPMENT. - ISSN 1083-6160. - 14:3(2010), pp. 705-711. [10.1021/op1000435]
Concise Synthesis of C-2-Symmetrical 2,6-Disubstituted Morpholines by N → O Boc Migration under SL-PTC conditions
D. AlbanesePrimo
;D. LandiniSecondo
;A. TagliabuePenultimo
;
2010
Abstract
A novel, straightforward synthesis of enantiomerically pure 2,6-disubstituted morpholines has been developed. The ring opening of epoxides with TsNHBoc under solid-liquid phase transfer catalysis conditions occurred with N→O migration of the Boc group affording an intermediate carbonate that has been easily transformed to morpholines
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