Tetrahedron Letters p. 6059 - 6062 (1997)
Update date:2022-08-05
Topics:
Karikomi, Michinori
Aral, Kouji
Toda, Takashi
A novel stereoselective synthesis of 3-hydroxyazetidines starting from 2,3-epoxyamines is described. Regioselectivity of the intramolecular cyclization of 2,3-epoxyamines is controlled by the use magnesium bromide. The cyclization proceeds with retention of the stereochemistry, caused by double inversion of two sequential S(N)2 reactions of the epoxyamines.
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Doi:10.1021/jm00296a019
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