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DOI: 10.1039/A605337H (Paper) Reference Section for: J. Chem. Soc., Perkin Trans. 1, 1997, 25-28

Generation and reaction of benzylammonium N-methylides with N-cyanomethyl or N-(ethoxycarbonylalkyl) groups

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Chen Zhang, Yasuhiro Maeda, Naohiro Shirai and Yoshiro Sato

Abstract

N-Cyanomethyl-, N-ethoxycarbonylmethyl- and N-(3-ethoxycarbonylpropyl)-N-methylbenzylammonium N-methylides 6a,b and 22 have been generated by fluoride ion-induced desilylation of the corresponding N-(trimethylsilylmethyl)benzylammonium salts 5a,b and 21. Sommelet–Hauser 7, 23 and Stevens 8, 24 rearrangement products were obtained from 6a and 22, but not from 6b.

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