Asymmetric autocatalysis of a pyrimidyl alkanol induced by chiral monosubstituted [2.2]paracyclophanes

Citation
S. Tanj et al., Asymmetric autocatalysis of a pyrimidyl alkanol induced by chiral monosubstituted [2.2]paracyclophanes, ORG LETT, 3(2), 2001, pp. 287-289
Citations number
32
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
2
Year of publication
2001
Pages
287 - 289
Database
ISI
SICI code
1523-7060(20010125)3:2<287:AAOAPA>2.0.ZU;2-G
Abstract
[GRAPHICS] Monosubstituted[2.2]paracyclophanes 3a-c with planar chirality were found t o act as chiral initiators in an enantioselective addition of diisopropylzi nc to 2-alkynylpyrimidine-5-carbaldehyde 1 to afford 5-alkynylpyrimidyl alk anol 2 with up to 97% ee.