144016-26-2Relevant academic research and scientific papers
Norpseudoephedrine-derived 2-methoxy-2-sulfonyl-1,3-oxazolidines: Chiral, highly diastereoselective formyl cation equivalents
Conde-Frieboes,Hoppe
, p. 6011 - 6020 (2007/10/02)
(2S,4R,5R)-2-Methoxy-4-methyl-3-(4-methylbenzenesulfonyl)-5- phenyl-1,3-oxazolidine (2c) adds trimethylsilyl 1-cycloalkenyl ethers under Lewis acid catalysis with complete induced and high simple diastereoselectivity to yield homichiral oxazolidine-masked
Electrophilic α-formylation of carbonyl compounds using norephedrine-derived 2-metohoxy oxazolidines. A novel asymmetric formation of quaternary stereocenters
Palazzi, Camillo,Poli, Giovanni,Scolastico, Carlo,Villa, Roberto
, p. 4223 - 4226 (2007/10/02)
The BF3·Et2O promoted addition of enamines and silylenolethers, to the nor-ephedrine-derived orthoamides 1 or 5 has been studied. A judicious choice of the type of nucleophile and electrophile leads to useful selectivities. When a quaternary α-carbonyl stereocenter is created, the direct removal of the chiral auxiliary is possible and renders the overall process an efficient asymmetric carbonyl α-formylation.
