Acyclic amino acid-catalyzed direct asymmetric aldol reactions: alanine, the simplest stereoselective organocatalyst.
The linear amino acid-catalyzed direct asymmetric intermolecular aldol reaction is presented; simple amino acids such as alanine, valine, isoleucine, aspartate, alanine tetrazole and serine catalyzed the direct catalytic asymmetric intermolecular aldol reactions between unmodified ketones and aldehydes with excellent stereocontrol and furnished the corresponding aldol products in up to 98% yield and with up to > 99% ee.
Córdova
Armando
A
Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Sweden. acordova1a@netscape.net
Zou
Weibiao
W
Ibrahem
Ismail
I
Reyes
Efraim
E
Engqvist
Magnus
M
Liao
Wei-Wei
WW
D000409:Alanine / Q000737:chemistry*; D000438:Alcohols; D000447:Aldehydes; D000596:Amino Acids / Q000737:chemistry*; D002384:Catalysis; D013237:Stereoisomerism
D000438:Alcohols; D000447:Aldehydes; D000596:Amino Acids; D000409:Alanine