Symmetric and non-symmetric 2,6-disubstituted morpholines were synthesized through regioselective nucleophilic ring opening of oxiranes with tosylamide under solid–liquid phase transfer catalysis (SL-PTC) conditions followed by cyclization of the tosylamido diols thus obtained and final deprotection of the corresponding N-tosyl morpholines. The morpholines prepared are interesting building blocks in the synthesis of pharmaceuticals and agrochemicals.
Synthesis of 2,6-disubstituted morpholines through regioselective oxiranes ring opening by tosylamide under PTC conditions / V. Lupi, D. Albanese, D. Landini, D. Scaletti, M. Penso. - In: TETRAHEDRON. - ISSN 0040-4020. - 60:51(2004), pp. 11709-11718. [10.1016/j.tet.2004.10.008]
Synthesis of 2,6-disubstituted morpholines through regioselective oxiranes ring opening by tosylamide under PTC conditions
V. LupiPrimo
;D. AlbaneseSecondo
;D. Landini;D. ScalettiPenultimo
;
2004
Abstract
Symmetric and non-symmetric 2,6-disubstituted morpholines were synthesized through regioselective nucleophilic ring opening of oxiranes with tosylamide under solid–liquid phase transfer catalysis (SL-PTC) conditions followed by cyclization of the tosylamido diols thus obtained and final deprotection of the corresponding N-tosyl morpholines. The morpholines prepared are interesting building blocks in the synthesis of pharmaceuticals and agrochemicals.
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