TY - JOUR
T1 - Platinum-catalyzed direct amination of allylic alcohols
AU - Ohshima, Takashi
AU - Mashima, Kazushi
N1 - Copyright:
Copyright 2013 Elsevier B.V., All rights reserved.
PY - 2012
Y1 - 2012
N2 - Transition metal-catalyzed amination of allylic compounds via a π -allylmetal intermediate is a powerful and useful method for synthesizing allylamines. Direct catalytic substitution of allylic alcohols with amines, which forms water as the sole coproduct, has recently attracted attention in terms of its environmental and economical advantages. Here, we describe the development of a direct catalytic amination of both aryl-and alkyl-substituted allylic alcohols with various amines including the smallest nitrogen nucleophile ammonia using Pt-Xantphos and Pt-DPEphos catalyst systems, which allow the selective synthesis of various monoallylamines including the biologically active compounds naftiflne and flunarizine, in good to high yield without requiring any activator.
AB - Transition metal-catalyzed amination of allylic compounds via a π -allylmetal intermediate is a powerful and useful method for synthesizing allylamines. Direct catalytic substitution of allylic alcohols with amines, which forms water as the sole coproduct, has recently attracted attention in terms of its environmental and economical advantages. Here, we describe the development of a direct catalytic amination of both aryl-and alkyl-substituted allylic alcohols with various amines including the smallest nitrogen nucleophile ammonia using Pt-Xantphos and Pt-DPEphos catalyst systems, which allow the selective synthesis of various monoallylamines including the biologically active compounds naftiflne and flunarizine, in good to high yield without requiring any activator.
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U2 - 10.5059/yukigoseikyokaishi.70.1145
DO - 10.5059/yukigoseikyokaishi.70.1145
M3 - Article
AN - SCOPUS:84880144388
SN - 0037-9980
VL - 70
SP - 1145
EP - 1156
JO - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
JF - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
IS - 11
ER -