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Stereocontrolled Alkylation of Chiral Pyridinium Salt Toward a Short Enantioselective Access to 2-Alkyl- and 2,6-Dialkyl-1,2,5,6-Tetrahydropyridines

✍ Scribed by Bérangère Guilloteau-Bertin; Delphine Compère; Laurent Gil; Christian Marazano; Bhupesh C. Das

Publisher
John Wiley and Sons
Year
2000
Tongue
English
Weight
373 KB
Volume
2000
Category
Article
ISSN
1434-193X

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✦ Synopsis

Treatment of salts 1a-b with Grignard reagents gives, after reduction of the resulting unstable dihydropyridines 7, the tetrahydropyridines 8a-c, with modest selectivities but in very few steps and under practical conditions. Higher stereoand regioselectivities are obtained with salt 1c which gives the tetrahydropyridines 15a-e. In addition, the dihydropyrid-

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