74572-17-1Relevant academic research and scientific papers
Metal-free one-pot synthesis of 2-substituted and 2,3-disubstituted morpholines from aziridines
Sun, Hongnan,Huang, Binbin,Lin, Run,Yang, Chao,Xia, Wujiong
supporting information, p. 524 - 529 (2015/06/08)
The metal-free synthesis of 2-substituted and 2,3-disubstituted morpholines through a one-pot strategy is described. A simple and inexpensive ammonium persulfate salt enables the reaction of aziridines with halogenated alcohols to proceed via an SN2-type ring opening followed by cyclization of the resulting haloalkoxy amine.
Enantioselective syntheses of morpholines and their homologues via S N2-type ring opening of aziridines and azetidines with haloalcohols
Ghorai, Manas K.,Shukla, Dipti,Das, Kalpataru
supporting information; experimental part, p. 7013 - 7022 (2009/12/22)
(Chemical Equation Presented) A highly regio- and stereoselective strategy for the syntheses in high yield and enantioselectivity of a variety of substituted nonracemic morpholines and their homologues is described. The reaction proceeds via an SN2-type ring opening of activated aziridines and azetidines by suitable halogenated alcohols in the presence of Lewis acid followed by base-mediated intramolecular ring closure of the resulting haloalkoxy amine.
SYNTHESIS AND ABSOLUTE CONFIGURATION OF SUBSTITUTED MORPHOLINES
Bettoni, Giancarlo,Franchini, Carlo,Perrone, Roberto,Tortorella, Vincenzo
, p. 409 - 415 (2007/10/02)
We studied methods of stereospecific synthesis that enabled us to obtain variously substituted morpholinic compounds and to determine their absolute configuration.From a study of the chiroptical properties of synthetic N-(2-pyridyl-N-oxide) derivatives of optically active morpholines, it was possible to correlate the sign of the Cotton effect with the absolute configuration.This correlation agrees with that previously established for derivatives of the piperidine type.By evaluating the various contributions to the Cotton effect of substituents in positions 2 and 3, we established the absolute configuration of bicyclic compounds condensed in the two positions mentioned above.
