Authors
Sejal J Patel, Timothy F Jamison
Publication date
2003/3/28
Journal
Angewandte Chemie International Edition
Volume
42
Issue
12
Pages
1364-1367
Publisher
WILEY‐VCH Verlag
Description
As part of our interest in selective, catalytic multicomponent reactions,[1] we report an unprecedented catalytic assembly of allylic amines from three simple precursors—alkynes, imines, and organoboron reagents (boronic acids or organoboranes). As allylic amines are key structural elements in a variety of important naturally occurring molecules [2] and pharmaceuticals [3] and are among the most versatile intermediates in the synthesis of other important molecules,[4] they have attracted much attention.[5] Previously, several Ni-catalyzed multicomponent coupling reactions involving additions to carbonyl compounds have been described.[1a, 6] The process described herein is the first such example involving imines and also the first that utilizes boronic acids (Scheme 1).[7] Our preliminary investigations also support a mechanistic framework that accounts for the high selectivities observed in these reactions. The …
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