6533b7cffe1ef96bd125837c

RESEARCH PRODUCT

On the enhancement of stereoselection by cooperation between chiral auxiliaries. Asymmetric diels-alder reactions with fumaric acid bis ((S)-proline benzyl ester) amide

Martin DrägerHerbert Waldmann

subject

Fumaric acidCyclopentadieneOrganic ChemistryDiastereomerBiochemistryCatalysischemistry.chemical_compoundchemistryAmideDrug DiscoveryDiels alderOrganic chemistryLewis acids and basesProline benzyl ester

description

Abstract Fumaric acid bis ((S)-proline benzyl ester) amide reacts with cyclopentadiene in thermal and Lewis acid catalyzed Diels-Alder reactions to give the cycloadducts with high yields and diastereomeric ratios up to 100:1.

https://doi.org/10.1016/s0040-4039(01)80696-1