title: Lithium TADDOLate-triethylboron system as a promoter for the catalytic enantioselective Michael addition of malonates to chalcone.
abstract: The reaction mixture obtained by treating equimolar amounts of a TADDOL with lithium triethylborohydride promotes the catalytic enantioselective Michael addition of malonates to chalcone with good yields and moderate enantioselectivities. The catalyst is alternatively generated reacting the 1,4-diol with butyllithium and triethylborane. The adduct of dibenzyl malonate to chalcone is attained with 99% ee, after one recrystallization. The reaction scale-up was achieved successfully.
authors: Department of Organic Chemistry, Institut Químic de Sarrià, Universitat Ramón Llull, Via Augusta 390, E-08017 Barcelona, Spain. jirur@iqs.url.es
authors: J
authors: J
authors: Irurre
authors: M
authors: M
authors: Riera
authors: C
authors: C
authors: Amela-Cortés