Novel synthesis of a highly sterically hindered C-2-symmetric chiral pyridine derivative

Authors
Kotsuki, H Sakai, H Jun, JG Shiro, M
Citation
H. Kotsuki et al., Novel synthesis of a highly sterically hindered C-2-symmetric chiral pyridine derivative, HETEROCYCLE, 52(2), 2000, pp. 661-666
Citations number
34
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
52
Issue
2
Year of publication
2000
Pages
661 - 666
Database
ISI
SICI code
0385-5414(20000201)52:2<661:NSOAHS>2.0.ZU;2-N
Abstract
A highly sterically hindered C-2-symmetric chiral pyridine derivative (3) w as synthesized from 1,5-diketone (2) by the action of NH4OAc/Cu(OAc)(2) in refluxing propionic acid. The pK(a) of 3 was determined to be 6.26 and the structure was characterized by X-Ray crystallographic analysis of its trifl ic acid salt.