Applications of 4,4'-(Me3Si)2-BINAP in transition-metal-catalyzed asymmetric carbon-carbon bond-forming reactions.
[structure: see text] A recently developed BINAP derivative with trimethylsilyl substituents on the 4- and 4'-positions of the binaphthyl skeleton, 2,2'-bis(diphenylphosphino)-4,4'-bis(trimethylsilyl)-1,1'-binaphthyl (tms-BINAP), was used in a variety of transition-metal-catalyzed asymmetric carbon-carbon bond-forming reactions. In pi-allylpalladium-mediated reactions, tms-BINAP gave better enantioselectivity than the unsubstituted BINAP, and the origin of the improved enantioselectivity was gained from an X-ray structural study of [Pd(eta(3)-C(3)H(5))((R)-tms-BINAP)]ClO(4).
Catalysis Research Center and Graduate School of Pharmaceutical Sciences, Hokkaido University, Japan. ogasawar@cat.hokudai.ac.jp
Masamichi
M
Ogasawara
Helen L
HL
Ngo
Takeshi
T
Sakamoto
Tamotsu
T
Takahashi
Wenbin
W
Lin