948047-91-4Relevant academic research and scientific papers
Rapid access to in situ generated (R)- and (S)-2-furyloxirane and associated regioselective nucleophilic ring-opening studies
Porzelle, Achim,Gordon, Victoria A.,Williams, Craig M.
, p. 1619 - 1621 (2007)
Reported herein is the facile preparation of (R)- and (S)-2-furyloxirane from D- and L-tri-O-acetyl glucal and associated regioselective nucleophilic ring-opening studies. Georg Thieme Verlag Stuttgart.
Enantioselective Rh-catalyzed transfer hydrogenation of α-sulfonyloxy heteroaryl ketones; asymmetric synthesis of (S)-bufuralol
Kwak, Se Hun,Lee, Do-Min,Lee, Kee-In
experimental part, p. 2639 - 2645 (2010/03/25)
Asymmetric transfer hydrogenation of α-sulfonyloxy heteroaryl ketones mediated by Cp*RhCl[(S,S)-TsDPEN] using an azeotropic mixture of formic acid/triethylamine afforded the corresponding diol-2-monosulfonates in excellent yield with high enantioselectivity. This led to the asymmetric synthesis of (S)-bufuralol.
Approach to a better understanding and modeling of (S)-dihydrofuran-2-yl, (S)-tetrahydrofuran-2-yl-, and furan-2-yl-β-dialkylaminoethanol ligands for enantioselective alkylation
Paolucci, Claudio,Rosini, Goffredo
, p. 2923 - 2946 (2008/09/17)
This paper outlines our efforts to study the influence of an oxygen atom adjacent to the stereogenic center of β-aminoalcohol derivatives used as ligands for catalysts in the asymmetric alkylation of aldehydes. Thirty-four enantiomerically pure (S)-dihydrofuran-2-yl, (S)-tetrahydrofuran-2-yl-, and furan-2-yl-β-dialkylamino alcohols have been prepared from 1,4:3,6-dianhydromannitol, 1,4:3,6-dianhydrosorbitol, and aminoacids, and then have been evaluated as ligands for the enantioselective addition of diethylzinc to benzaldehyde. Attention has been focused on the structural features governing the extent of chiral induction, the reaction rate, and the chemical yield of 1-phenyl-1-propanol which has been promoted by this wide collection of β-dialkylamino alcohols.
