1618636-50-2Relevant academic research and scientific papers
Enantioselective synthesis of biaryl compounds via Suzuki-Miyaura cross-coupling using a palladium complex of 7′-butoxy-7- (diphenylphosphino)-8,8′-biquinolyl: Investigation of a new chiral ligand architecture
Wu, Zhenhua,Wang, Chao,Zakharov, Lev N.,Blakemore, Paul R.
, p. 678 - 685 (2014)
7,7′-Dihydroxy-8,8′-biquinolyl was converted to the title phosphine in four-steps via Mitsunobu monoetherification, trifylation, phosphination, and phosphine oxide reduction (63% overall yield). Enantiomerically pure phosphine was combined with Pd2dba3 and investigated for the synthesis of axially chiral biaryl compounds from Ar1Br and Ar2B(OH)2 in the presence of K 3PO4 in toluene solvent (6 examples, 4-97% yield, 4-74% ee). The analogous carbocyclic ligand 2-(diphenylphosphino)-2′-methoxy-1, 1′-binaphthyl (MOP) was studied for comparative purposes and found to be effective for the synthesis of hindered 2,2′-disubstituted 1,1′-binaphthyls (78-83% yield, 20-38% ee). Georg Thieme Verlag Stuttgart New York.
