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doi:10.1016/S0040-4039(00)83979-9    
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Copyright © 1986 Published by Elsevier Science Ltd. All rights reserved.

Highly regio- and chemo-selective γ-addition of benzylic group to N-alkoxycarbonylpyridiniuin salts by means of organotin reagent

Ryohei Yamaguchi, *, Masataka Moriyasu and Mituyosi Kawanisi

Department of Industrial Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Kyoto 606, Japan


Received 7 November 1985. 
Available online 8 March 2001.

Abstract

Benzyltin reagents undergo highly regio- and chemo-selective γ-addition to a variety of Image -acylpyridinium salts to give4-benzyl-1,4-dihydropyridines exclusively in good yields.

References

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All new compounds gave consistent spectral data (mass, IR, 1H- and 13C-NMR) with the proposed structures.

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It should be also noted that reactions of benzyl Grignard reagents with 4-substituted pyridinium salts give 2,4-disubstituted 1,2-dihydropyridines exclusively M. Takeda, A.E. Jacobson, K. Kanematsu and E.L. May J. Org. Chem. 34 (1969), p. 4154. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (5)


Tetrahedron Letters
Volume 27, Issue 2, 1986, Pages 211-214
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