700367-73-3Relevant articles and documents
Plausible origins of homochirality in the amino acid catalyzed neogenesis of carbohydrates
Cordova, Armando,Engqvist, Magnus,Ibrahem, Ismail,Casas, Jesus,Sunden, Henrik
, p. 2047 - 2049 (2005)
The intrinsic ability of amino acids to catalyze the asymmetric formation of carbohydrates, which enzymes have mediated for millions of years, with significant amplification of enantiomeric excess suggests a plausible ancient catalytic process for the evo
Tertiary Amine Promoted Asymmetric Aldol Reaction of Aldehydes
Gut, Bartosz,Mlynarski, Jacek
, p. 5075 - 5078 (2015/08/18)
The direct asymmetric self-aldol reactions of various α-oxyaldehydes catalyzed by tertiary amines have been demonstrated. By using 10 mol-% of quinine catalyst, dimerization products have been prepared in high yields, with good anti-diastereocontrol, and up to 80% ee. The presented enolate-mediated synthesis of protected tetrose sugars has never been accomplished before by chiral tertiary amine organocatalysts.
Direct amino acid catalyzed asymmetric synthesis of polyketide sugars
Casas, Jesus,Engqvist, Magnus,Ibrahem, Ismail,Kaynak, Betul,Cordova, Armando
, p. 1343 - 1345 (2007/10/03)
Back to the future: In a biomimetic asymmetric synthesis of sugars (see scheme) sequential cross-aldol reactions of simple aldehydes were catalyzed by amino acids. Deoxysugars were obtained with excellent chemoselectivity and up to > 99% ee. This transfor