N-tritylprolinal: an efficient building block for the stereoselective synthesis of proline-derived amino alcohols.
N-Tritylprolinal (prepared in four steps from l-proline) shows a very high Felkin diastereoselectivity in its reaction with various nucleophiles, leading to a straightforward and highly stereoselective access to syn-proline-derived amino alcohols.
Bejjani
Joseph
J
Laboratoire de Chimie Organique, UMR 7611, Université Pierre et Marie Curie, Tour 44 - 45 2ème étage, 4 Place Jussieu, 75252 Paris Cedex 05, France.
Chemla
Fabrice
F
Audouin
Max
M
D000605:Amino Alcohols / Q000138:chemical synthesis*; D008956:Models, Chemical; D011392:Proline / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D014320:Triphenylmethyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry*
D000605:Amino Alcohols; C482836:N-tritylprolinal; D014320:Triphenylmethyl Compounds; D011392:Proline; C046026:prolinal