Enantioselective addition of dialkylzinc to aldehydes catalyzed by (S)-2-(N,N-disubstituted aminomethyl)indoline

Authors
Asami, M Watanabe, H Honda, K Inoue, S
Citation
M. Asami et al., Enantioselective addition of dialkylzinc to aldehydes catalyzed by (S)-2-(N,N-disubstituted aminomethyl)indoline, TETRAHEDR-A, 9(23), 1998, pp. 4165-4173
Citations number
25
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
9
Issue
23
Year of publication
1998
Pages
4165 - 4173
Database
ISI
SICI code
0957-4166(199812)9:23<4165:EAODTA>2.0.ZU;2-P
Abstract
Chiral di- or triamines, (S)-2-(N,N-disubstituted aminomethyl)indoline 1a-d , derived from (S)-indoline-2-carboxylic acid were efficient chiral catalys ts for the enantioselective addition of dialkylzincs to aldehydes. The best results were obtained by employing 15 mol% of (S)-2-(4-methylpiperazin-1-y lmethyl)indoline Ic, and chiral secondary alcohols were obtained in up to 9 7% ee. (C) 1998 Elsevier Science Ltd. All rights reserved.