1424035-53-9Relevant academic research and scientific papers
Retention or inversion in stereospecific nickel-catalyzed cross-coupling of benzylic carbamates with arylboronic esters: Control of absolute stereochemistry with an achiral catalyst
Harris, Michael R.,Hanna, Luke E.,Greene, Margaret A.,Moore, Curtis E.,Jarvo, Elizabeth R.
supporting information, p. 3303 - 3306 (2013/04/10)
Stereospecific coupling of benzylic carbamates and pivalates with aryl- and heteroarylboronic esters has been developed. The reaction proceeds with selective inversion or retention at the electrophilic carbon, depending on the nature of the ligand. Tricyclohexylphosphine ligand provides the product with retention, while an N-heterocyclic carbene ligand provides the product with inversion.
Nickel-catalyzed cross-couplings of benzylic pivalates with arylboroxines: Stereospecific formation of diarylalkanes and triarylmethanes
Zhou, Qi,Srinivas, Harathi D.,Dasgupta, Srimoyee,Watson, Mary P.
, p. 3307 - 3310 (2013/04/23)
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.
