Synthesis of methyl 2-exo-cyano-3-exo-phenyl-5,6-endo (or exo)-epoxybicyclo[2.2.1]heptane-2-endo-carboxylates in enantiomerically pure form
- Cativiela, C. 1
- Avenoza, A. 2
- Peregrina, J.M. 2
-
1
Instituto de Nanociencia y Materiales de Aragón
info
-
2
Universidad de La Rioja
info
ISSN: 0957-4166
Année de publication: 1993
Volumen: 4
Número: 7
Pages: 1677-1682
Type: Article
beta Ver similares en nube de resultadosD'autres publications dans: Tetrahedron: Asymmetry
Résumé
The enantiomers (1R, 2R, 3S, 4S, 5S, 6S) and (1S, 2S, 3R, 4R, 5R, 6R) of the 2-exo-cyano-6-endo-hydroxy-5-exo-iodo-3-exo-phenylbicyclo[2.2.1]heptan e-2-endo-carboxylic acid lactone 4 and 5, obtained starting from the endo-cycloadducts of the asymmetric Diels-Alder reactions between cyclopentadiene and (E)-2-cyanocinnamates of (R)-pantolactone 2 and (S)-ethyl lactate 3, are converted into the methyl 2-exo-cyano-3-exo-phenyl-5,6-endo(and exo)-epoxybicyclo[2.2.1]heptane-2-endo-carboxylates 6, 7, 8 and 9 in enantiomerically pure form.