Divergent change of regioselectivity in nucleophilic addition of electron deficient allylic tin reagents to 4-acylpyridinium salts; selective formation of 4,4-disubstituted 1,4-dihydropyridines
- 1 January 1993
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 12,p. 981-982
- https://doi.org/10.1039/c39930000981
Abstract
Nucleophilic additions of 2-methoxycarbonyl- and 2-cyano-allyltributyltins to 4-methoxycarbonyl-, 4-formyl-, and 4-acetyl-pyridines activated by methyl chloroformate afford 1,4-adducts exclusively or predominantly, while the reactions of 2-methylallyltributyltin with 4-methoxycarbonyl-and 4-acetyl-pyridines activated by methyl chloroformate give the 1,2-adducts exclusively.Keywords
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