Nickel-catalyzed cross-couplings of benzylic pivalates with arylboroxines: stereospecific formation of diarylalkanes and triarylmethanes

…, HD Srinivas, S Dasgupta, MP Watson

Index: Maity, Prantik; Shacklady-Mcatee, Danielle M.; Yap, Glenn P. A.; Sirianni, Eric R.; Watson, Mary P. Journal of the American Chemical Society, 2013 , vol. 135, # 1 p. 280 - 285

Full Text: HTML

Citation Number: 98

Abstract

We have developed a stereospecific nickel-catalyzed cross-coupling of benzylic pivalates with arylboroxines. The success of this reaction relies on the use of Ni (cod) 2 as the catalyst and NaOMe as a uniquely effective base. This reaction has broad scope with respect to the arylboroxine and benzylic pivalate, enabling the synthesis of a variety of diarylalkanes and triarylmethanes in good to excellent yields and ee's.

 Related Synthetic Route

~88%

Learn More

~%

Learn More

~95%

Learn More

~%

Learn More

~81%

Learn More

~79%

Learn More

~75%

Learn More

~%

Learn More

~93%

Learn More

~%

Learn More

~99%

Learn More

~%

Learn More

~64%

Learn More

~%

Learn More

~99%

Learn More

~%

Learn More

~84%

Learn More

~%

Learn More

~87%

Learn More

~%

Learn More

~81%

Learn More

~%

Learn More

~81%

Learn More

~%

Learn More