Diastereoselective aldol reaction of N,N-dibenzyl-alpha-amino aldehydes with ketones catalyzed by proline.
[reaction: see text] L-proline-catalyzed direct aldol reaction of L-amino acid-derived N,N-dibenzyl amino aldehydes with acetone, cyclopentanone, or hydroxyacetone provides gamma-amino-beta-hydroxy- or gamma-amino-alpha,beta-dihydroxy-ketones with moderate to excellent yields and diastereoselectivities.
Pan
Qiangbiao
Q
Department of Chemistry, Fudan University, Shanghai 200433, China.
Zou
Benli
B
Wang
Yuji
Y
Ma
Dawei
D
D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D007202:Indicators and Reagents; D007659:Ketones / Q000138:chemical synthesis*; D015394:Molecular Structure; D011392:Proline / Q000737:chemistry*; D013237:Stereoisomerism
D000447:Aldehydes; D007202:Indicators and Reagents; D007659:Ketones; C116609:3-hydroxybutanal; D011392:Proline