Asymmetric induction in the [4+2]cycloaddition of cyclopentadiene and furan to chiral derivatives of fumaric acid

Autor: Kucharska, Anna, Gorczyńska, Renata, Chapuis, Christian, Jurczak, Janusz
Zdroj: Chirality; 2001, Vol. 13 Issue: 10 p631-633, 3p
Abstrakt: [4+2]Cycloaddition reactions of cyclopentadiene (1a) and furan (1b) to N,N′‐fumaroyldi[(2R)‐bornane‐10,2‐sultam] (2) and to N,N′‐fumaroyldi[(2R)‐bornane‐10,2‐(2′‐phenyl‐pyrazol‐3′‐one)] (3) are presented. A correlation between the solvent polarity and the logarithm of the diastereoisomer ratio (dr) was found for the uncatalyzed [4+2]cycloaddition of 1ato 3. Chirality 13:631–633, 2001. © 2001 Wiley‐Liss, Inc.
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