Tetrahedron Asymmetry p. 895 - 902 (1994)
Update date:2022-08-17
Topics:
Oppedal, Hilde
Tveit, Inger Catherine
Fiksdahl, Anne
The chiral transformation of the optically active amine 10 to the corresponding alcohol 2 with opposite configuration is reported.The transformation is carried out via an SN2 type reaction of the N,N-ditosylimide, -NTs2, by nucleophilic attack of the hydroxide, acetate or benzoate ion to give an inversion degree of 85-100percent. 0-34percent stereoselectivity was obtained in the corresponding chloride nucleophilic substitutions.Separation parameters for the chromatographic enantioseparations of the amines 10-12, the chlorides 4, 7, 9 and the alcohol 2 using a chemically bonded cyclodextrin GLC column are discussed.
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Doi:10.1016/0022-328X(90)80235-R
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