Journal
TETRAHEDRON LETTERS
Volume 49, Issue 15, Pages 2343-2347Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.02.076
Keywords
conjugate addition; multicomponent reaction; chiral sulfinimines; beta-amino ketones; dialkyl zincs
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A convenient access to enantiopure beta-amino ketones through a multicomponent reaction of dialkyl zinc reagents, cyclic enones and chiral N-tert-butanesulfinimines is disclosed. Four diastereoisomers can be selectively obtained by the appropriate choice of the chiral ligand (L or ent-L) and the chiral N-sulfinimine (R-S or S-S). The protocol is particularly efficient when enolisable N-sulfinimines are used. (C) 2008 Elsevier Ltd. All rights reserved.
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