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Metalation of 1,4-dihydropyridine esters

โœ Scribed by Graham S. Poindexter; Michael A. Foley; Joseph F. Licause

Book ID
104229406
Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
209 KB
Volume
30
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Aryl-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic esters are metalated at the NH and the C-2 methyl positions via treatment with two equivalents of n-butyl lithium. The resulting dilithio species can be treated with a variety of electrophiles to furnish C-2 methyl functionalized dihydropyridine esters.

๐Ÿ“œ SIMILAR VOLUMES

Ethyl esters of 1,4-dihydropyridine-3,5-
Ethyl esters of 1,4-dihydropyridine-3,5-dicarbothionic acids
โœ B. A. Vigante; Ya. Ya. Ozols; B. S. Chekavichus; G. Ya. Dubur ๐Ÿ“‚ Article ๐Ÿ“… 1988 ๐Ÿ› Springer US ๐ŸŒ English โš– 548 KB

Methods for the synthesis of the esters of 1,4-dihydropyridine-3,5-dicarbothionic acids by the thionation of the carbonyl analogs with Lawesson's reagent are developed. The influence of the substituents at the nitrogen atom on the course of the thionation reaction is considered. The physicochemical