Alpha,beta-unsaturated 2-acyl imidazoles as a practical class of dienophiles for the DNA-based catalytic asymmetric Diels-Alder reaction in water.
Alpha,beta-unsaturated 2-acyl imidazoles are a novel and practical class of dienophiles for the DNA-based catalytic asymmetric Diels-Alder reaction in water. The Diels-Alder products are obtained with very high diastereoselectivities and enantioselectivities in the range of 83-98%. The catalytic reaction was performed on a 1.0 mmol scale, and the imidazole auxiliary was removed readily.
Department of Organic and Molecular Inorganic Chemistry, Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands.
Arnold J
AJ
Boersma
Ben L
BL
Feringa
Gerard
G
Roelfes
D002384:Catalysis; D003517:Cyclopentanes / Q000737:chemistry*; D004247:DNA / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry*
D003517:Cyclopentanes; D007093:Imidazoles; D014867:Water; D004247:DNA