An enantioselective synthesis of isoquinuclidines from 3-substituted chiral pyridinium salts.

Abstract
A new enantioselective approach to chiral isoquinuclidines, such as 15, 18 and 21, is reported. The key step of these syntheses is a cycloaddition between chiral dihydropyridines 14 or 20, now readily available from tetrahydropyridinium salts 6 or 11, and achiral dienophiles. The reaction proceeds with a very good endo-selectivity and moderate d.e.
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Citation
SANTOS, D. C. dos et al. An enantioselective synthesis of isoquinuclidines from 3-substituted chiral pyridinium salts. Tetrahedron Letters, v. 42, p. 6109-6111, 2001. Disponível em: <http://www.sciencedirect.com/science/article/pii/S0040403901011947>. Acesso em: 02 fev. 2015.