TY - JOUR
T1 - Reaction of N,N-dialkyl-N-(trimethylsilyl)methyl-γ-substituted allylammonium salts with cesium fluoride
AU - Zhang, Chen
AU - Maeda, Yasuhiro
AU - Sato, Yoshiro
N1 - Copyright:
Copyright 2018 Elsevier B.V., All rights reserved.
PY - 1998
Y1 - 1998
N2 - The reaction of N,N-dialkyl-N-(trimethylsilyl)methyl-γ- (methoxycarbonyl or cyano)allylammonium salts (1e, g, h) with cesium fluoride in N,N-dimethylformamide (DMF) did not form the expected allyl rearrangement products 3 of N-methylides 2, and instead gave N,N-dialkyl-3-(methoxycarbonyl or cyano)-2-(fluoromethyl)propylamines (9e, g, h) as the main product. The reaction mechanism is discussed.
AB - The reaction of N,N-dialkyl-N-(trimethylsilyl)methyl-γ- (methoxycarbonyl or cyano)allylammonium salts (1e, g, h) with cesium fluoride in N,N-dimethylformamide (DMF) did not form the expected allyl rearrangement products 3 of N-methylides 2, and instead gave N,N-dialkyl-3-(methoxycarbonyl or cyano)-2-(fluoromethyl)propylamines (9e, g, h) as the main product. The reaction mechanism is discussed.
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U2 - 10.1248/cpb.46.572
DO - 10.1248/cpb.46.572
M3 - Article
AN - SCOPUS:0031968309
SN - 0009-2363
VL - 46
SP - 572
EP - 576
JO - Chemical and Pharmaceutical Bulletin
JF - Chemical and Pharmaceutical Bulletin
IS - 4
ER -