88487-27-8Relevant academic research and scientific papers
Cobalt-bisoxazoline-catalyzed asymmetric kumada cross-coupling of racemic α-bromo esters with aryl grignard reagents
Mao, Jianyou,Liu, Feipeng,Wang, Min,Wu, Lin,Zheng, Bing,Liu, Shangzhong,Zhong, Jiangchun,Bian, Qinghua,Walsh, Patrick J.
supporting information, p. 17662 - 17668 (2015/02/02)
The first cobalt-catalyzed asymmetric Kumada cross-coupling with high enantioselectivity has been developed. The reaction affords a unique strategy for the enantioselective arylation of α-bromo esters catalyzed by a cobalt-bisoxazoline complex. A variety of chiral α-arylalkanoic esters were prepared in excellent enantioselectivity and yield (up to 97% ee and 96% yield). The arylated products were transformed into α-arylcarboxylic acids and primary alcohols without erosion of ee. The new enantioenriched α-arylpropionic esters synthesized herein are potentially useful in the development of nonsteroidal anti-inflammatory drugs. This method was conducted on gram-scale and applied to the synthesis of highly enantioenriched (S)-fenoprofen and (S)-ar-turmerone.
Kinetic Resolution of α-Arylcarboxylic Acid Derivatives by a Catalytic Use of a Chiral Titanium Alkoxide
Narasaka, Koichi,Kanai, Fumihiko,Okudo, Makoto,Miyoshi, Norikazu
, p. 1187 - 1190 (2007/10/02)
Kinetic resolution of racemic α-arylcarboxylic acids is successfully achieved by a catalytic use of titanium tetraisopropoxide and a chiral 1,4-diol in the reaction of the corresponding 2-pyridinethiol esters and isopropyl alcohol.
