765941-62-6Relevant academic research and scientific papers
A stereoselective approach to 1,3-amino alcohols protected as cyclic carbamates: Kinetic vs. thermodynamic control
Broustal, Garance,Ariza, Xavier,Campagne, Jean-Marc,Garcia, Jordi,Georges, Yohan,Marinetti, Angela,Robiette, Raphael
, p. 4293 - 4297 (2008/03/18)
Direct enantiocontrolled access to 1,3-amino alcohols protected as cyclic carbamates is described. The approach is based on the addition of a silyl dienolate to aldehydes in the presence of 10 % of Carreira's catalyst (vinylogous Mukaiyama-aldol addition)
α,β-unsaturated δ-lactones from copper-catalyzed asymmetric vinylogous mukaiyama reactions of aldehydes: Scope and mechanistic insights
Bazan-Tejeda, Belen,Bluet, Guillaume,Broustal, Garance,Campagne, Jean-Marc
, p. 8358 - 8366 (2007/10/03)
A direct regio-, diastereo-, and enantiocontrolled access to α,β-unsaturated δ-lactones is described, based on the reaction of a silyl dienolate and an aldehyde in the presence of 10% of Carreira's catalyst. The scope and limitations of this reaction, as well as mechanistic insights concerning the reactivity of an allyl copper species, are discussed.
Diastereoselective dihydroxylation and regioselective deoxygenation of dihydropyranones: A novel protocol for the stereoselective synthesis of C 1-C8 and C15-C21 subunits of (+)-discodermolide
Ramachandran, P. Veeraraghavan,Prabhudas, Bodhuri,Chandra, J. Subash,Reddy, M. Venkat Ram
, p. 6294 - 6304 (2007/10/03)
Diastereoselective dihydroxylation of dihydropyranones and subsequent regioselective α-deoxygenation provides 1,3-trans-β-hydroxy-6- lactones stereoselectively. This protocol has been applied for the synthesis of C1-C8 and C15-C21 subunits of (+)-discodermolide.
Catalytic asymmetric access to α,β unsaturated δ-lactones through a vinylogous aldol reaction: Application to the total synthesis of the Prelog-Djerassi lactone
Bluet, Guillaume,Bazan-Tejeda, Belen,Campagne, Jean-Marc
, p. 3807 - 3810 (2007/10/03)
Figure presented A one-step catalytic asymmetric access to α,β unsaturated δ-lactones is described, using a vinylogous Mukaiyama-aldol reaction between a γ-substituted dienolate and various aldehydes in the presence of Carreira catalyst CuF·(S)-tolBinap.
