861659-75-8Relevant academic research and scientific papers
Asymmetric 1,4-addition of aryltrialkoxysilanes to α,β-unsaturated esters and amides catalyzed by a chiral rhodium complex
Oi, Shuichi,Taira, Akio,Honma, Yoshio,Sato, Takashi,Inoue, Yoshio
, p. 598 - 602 (2007/10/03)
A highly enantioselective 1,4-addition of aryltrialkoxysilanes to α,β-unsaturated esters and amides was successfully catalyzed by a chiral rhodium complex generated from [Rh(cod)(MeCN)2]BF4 and (S)-BINAP.
Applications of 4,4′-Me3Si2-BINAP in transition-metal-catalyzed asymmetric carbon-carbon bond-forming reactions
Ogasawara, Masamichi,Ngo, Helen L.,Sakamoto, Takeshi,Takahashi, Tamotsu,Lin, Wenbin
, p. 2881 - 2884 (2007/10/03)
(Chemical Equation Presented) 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 π-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(η3-C 3H5)((R)-tms-BINAP)]ClO4.
Rhodium-catalyzed asymmetric 1,4-addition of arylboron reagents to α,β-unsaturated esters
Takaya, Yoshiaki,Senda, Taichi,Kurushima, Hiroaki,Ogasawara, Masamichi,Hayashi, Tamio
, p. 4047 - 4056 (2007/10/03)
Reaction of arylboron reagents, arylboronic acids or arylborates, which are readily accessible by lithiation of aryl bromides followed by treatment with trimethoxyborane, with α,β-unsaturated esters in the presence of rhodium/(S)-binap catalyst proceeded with high enantioselectivity to give high yields of optically active β-aryl esters of up to 98% ee. The enantioselectivity depends on the steric bulkiness of the ester moiety.
