3311-56-6Relevant academic research and scientific papers
Synthesis of chiral P,N-ligands derived from quinoline and their application in asymmetric allylic alkylations
Shen, Yan-Hong,Lv, Hui-Chao,Zhao, Liang
scheme or table, p. 349 - 351 (2011/10/05)
Chiral P,N-ligands derived from quinoline and with a trans and cis cyclohexane backbone were easily synthesised in four steps from quinoline N-oxide. The enantiopure trans isomer was obtained by the way of chiral resolution of the mixture of trans- and cis-2-(quinolin-2-yl)cyclohexanol with dibenzoyltartaric acid and then subjected to a Mitsunobu reaction and deprotection to give the corresponding cis isomer. The optical pure trans and cis isomer reacted with chlorodiphenylphosphine or PAr2NEt 2 to obtain trans and cis P,N-ligands, which were used in asymmetric allylic alkylations with up to 78% ee and 84% ee respectively.
