Synthesis of new C2- symmetric fluoren-9-ylidene malonate derived bis(oxazoline) ligands and their application in Friedel-Crafts reactions.
A series of new C(2)-symmetric fluoren-9-ylidene malonate-derived bis(oxazoline) ligands were synthesized from fluoren-9-ylidene malonate and enantiomerically pure amino alcohols via a convenient route. Their asymmetric catalytic properties in the Friedel-Crafts reactions of indoles with arylidene malonates were evaluated, and the Cu(OTf)2 complex of a fluoren-9-ylidene malonate-derived bis(oxazoline) bearing a phenyl group showed moderate to good enantioselectivity (up to 88% ee).
Department of Applied Chemistry, China Agricultural University, Beijing 100193, China. lijing_19901210@126.com
Jing
J
Li
Hong-Liang
HL
Chen
Lei
L
Liu
Bin
B
Fu
D005449:Fluorenes / Q000138:chemical synthesis* / Q000737:chemistry*; D008314:Malonates / Q000138:chemical synthesis* / Q000737:chemistry*
D005449:Fluorenes; D008314:Malonates; C028401:9-fluorenone