312296-83-6Relevant academic research and scientific papers
Enantioselective zinc/BINOL-catalysed alkynylation of aldimines generated in situ from α-amido sulfones
Blay, Gonzalo,Brines, Ana,Monleon, Alicia,Pedro, Jose R.
, p. 2440 - 2444 (2012/03/26)
Chiral nonracemic N-Cbz-protected propargylic amines have been prepared by the addition of terminal alkynes to imines generated in situ from α-amido sulfones in the presence of diethylzinc and BINOL-type ligands as catalysts. The reactions give good yields and high enantioselectivities (ee values up to 95 %) for a good number of aromatic and heteroaromatic α-amido sulfones and alkynes. Copyright
Chiral oxime ethers in asymmetric synthesis. 3. Asymmetric synthesis of (R)-N-protected α-amino acids by the addition of organometallic reagents to the ROPHy oxime of cinnamaldehyde
Moody, Christopher J.,Gallagher, Peter T.,Lightfoot, Andrew P.,Slawin, Alexandra M. Z.
, p. 4419 - 4425 (2007/10/03)
A new asymmetric synthesis of α-amino acids is described in which the key step is the diastereoselective addition of organometallic reagents to (R)-O-(1-phenylbutyl)cinnamaldoxime 5 to give hydroxylamines 6. Subsequent reductive cleavage of the N-O bond in the hydroxylamine 6 followed by N- protection gave the carbamates 7, which upon oxidation with ruthenium(III) chloride/periodate gave the N-protected amino acids 8. The method was also adapted to the synthesis of a quaternary amino acid 15 from the ketoxime ether 9.
Addition of Organolithiums to the (R)-O-(1-Phenylbutyl)hydroxylamine (ROPHy) Oxime of Cinnamaldehyde. Asymmetric Synthesis of α-Aminoacids
Moody, Christopher J.,Lightfoot, Andrew P.,Gallagher, Peter T.
, p. 659 - 660 (2007/10/03)
A new asymmetric synthesis of α-aminoacids is described in which the key step is the diastereoselective addition of organolithium reagents to (R)-O-(1-phenylbutyl) cinnamaldoxime.
