Autor: |
Blanco, JoséM., Caamaño, Olga, Fernández, Franco, García-Mera, Xerardo, López, Carmen, Rodríguez, Gonzalo, Rodríguez-Borges, JoséE., Rodríguez-Hergueta, Antonio |
Zdroj: |
Tetrahedron Letters; January 1998, Vol. 39 Issue: 31 p5663-5666, 4p |
Abstrakt: |
Diels-Alder cycloaddition of N-benzyl imine of (1 R)-8-phenylmenthyl glyoxylate to cyclopentadiene gave the mixture of adducts 3a-d. Major diastereoisomer, the (1 S, exo)-adduct ( 3a), was isolated in 57% yield and transformed in 74% overall yield into (+)-(1 S)- N-benzoyl-2-azabicyclo-[2.2.1]heptan-3-one ( 8), which was compared with an authentic sample of its enantiomer. In the course of this transformation sequence, the chiral auxiliary (1 R)-8-phenylmenthol was recovered in 90% yield. |
Databáze: |
Supplemental Index |
Externí odkaz: |
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