Asymmetric autocatalysis of 5-carbamoyl-3-pyridyl alkanols with amplification of enantiomeric excess

Authors
Tanji, S Kodaka, Y Ohno, A Shibata, T Sato, I Soai, K
Citation
S. Tanji et al., Asymmetric autocatalysis of 5-carbamoyl-3-pyridyl alkanols with amplification of enantiomeric excess, TETRAHEDR-A, 11(21), 2000, pp. 4249-4253
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
21
Year of publication
2000
Pages
4249 - 4253
Database
ISI
SICI code
0957-4166(20001103)11:21<4249:AAO5AW>2.0.ZU;2-P
Abstract
5-Carbamoyl-3-pyridyl alkanols with low e.e. act as asymmetric autocatalyst s in the consecutive asymmetric autocatalytic addition of diisopropylzinc t o 5-carbamoyl-3-pyridinecarbaldehydes. The e.e, of pyridyl alkanol amplifie d up to 88% e.e. without the need for any other chiral auxiliary. (C) 2000 Elsevier Science Ltd. An rights reserved.