(S,S)-(+)-pseudoephedrine as chiral auxiliary in asymmetric aza-Michael reactions. Unexpected selectivity change when manipulating the structure of the auxiliary
The asymmetric aza-Michael reaction of metal benzylamides to α,β-unsaturated amides derived from the chiral amino alcohol (S,S)-(+)-pseudoephedrine has been studied in detail. A deep study of the most important experimental parameters (solvent, temperatur
Etxebarria, Juan,Vicario, Jose L.,Badia, Dolores,Carrillo, Luisa,Ruiz, Nerea
p. 8790 - 8800
(2007/10/03)
Asymmetric Synthesis of β-Amino Esters by Aza-Michael Reaction of α,β-Unsaturated Amides Using (S,S)-(+)-Pseudoephedrine as Chiral Auxiliary
Chiral nonracemic β-amino esters were prepared in good yields and enantioselectivities using the diastereo-selective conjugate addition of nitrogen nucleophiles to α,β-unsaturated amides derived from (S,S)-(+)-pseudoephedrine as the key step. In this way, several β-amino amide adducts were prepared using different conjugate acceptors and two different lithium benzylamides as nucleophiles. These adducts were easily converted in only one step, into the final, highly enantioenriched β-amino esters.
Etxebarria, Juan,Vicario, Jose L.,Badia, Dolores,Carrillo, Luisa
p. 2588 - 2590
(2007/10/03)
More Articles about upstream products of 678991-34-9