title: Efficient proline and prolinol ether mediated 3-component synthesis of 3- and 3,4-substituted chromenone derivatives.
abstract: A highly efficient route for the synthesis of valuable 3,4-substituted chromenone derivatives by the reaction of 1,3-diketones with aldehydes in the presence of l-proline was developed. The reactions take advantage of readily available starting materials and follow a Knoevenagel condensation/Michael addition/hemiacetalization domino process. Chiral 3-substituted chromenones are obtained with high enantioselectivities when a chiral diarylprolinol TMS-ether is applied in the reaction.
authors.affiliation: RWTH Aachen University, Institute of Organic Chemistry, Landoltweg 1, D-52074 Aachen, Germany. magnus.rueping@rwth-aachen.de
authors.forename: Magnus
authors.initials: M
authors.lastname: Rueping
authors.forename: Estíbaliz
authors.initials: E
authors.lastname: Merino
authors.forename: Michael
authors.initials: M
authors.lastname: Bolte
mesh_terms: D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D004987:Ethers / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D011392:Proline / Q000737:chemistry*; D011759:Pyrrolidines / Q000737:chemistry*
chemical_list: D001578:Benzopyrans; D004987:Ethers; D011759:Pyrrolidines; C010509:prolinol; D011392:Proline