REGIOSELECTIVE AND STEREOSELECTIVE RING-OPENING REACTION OF 2,3-EPOXYAMINES WITH ORGANOALUMINUM REAGENTS LEADING TO 2-SUBSTITUTED 3-AMINO ALCOHOLS

Authors
LIU CQ HASHIMOTO Y SAIGO K
Citation
Cq. Liu et al., REGIOSELECTIVE AND STEREOSELECTIVE RING-OPENING REACTION OF 2,3-EPOXYAMINES WITH ORGANOALUMINUM REAGENTS LEADING TO 2-SUBSTITUTED 3-AMINO ALCOHOLS, Tetrahedron letters, 37(34), 1996, pp. 6177-6180
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
34
Year of publication
1996
Pages
6177 - 6180
Database
ISI
SICI code
0040-4039(1996)37:34<6177:RASRRO>2.0.ZU;2-1
Abstract
Alkylation, alkynylation, and hydride reduction occurred regioselectiv ely at the C-2 position of 2,3-epoxy amines with retention of the conf iguration at the C-2 upon treatment with organoaluminum reagents to gi ve 2-substituted 3-amino alcohols. The reactions are considered to pro ceed via aziridinium ion intermediates. Copyright (C) 1996 Elsevier Sc ience Ltd