title: Nickel-catalyzed cross-couplings of benzylic pivalates with arylboroxines: stereospecific formation of diarylalkanes and triarylmethanes.
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.
authors: Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, United States.
authors: Qi
authors: Q
authors: Zhou
authors: Harathi D
authors: HD
authors: Srinivas
authors: Srimoyee
authors: S
authors: Dasgupta
authors: Mary P
authors: MP
authors: Watson
mesh_terms: D000473:Alkanes / Q000138:chemical synthesis* / Q000737:chemistry; D001593:Benzyl Compounds / Q000737:chemistry*; D001896:Boron Compounds / Q000737:chemistry*; D002384:Catalysis; D008697:Methane / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*; D010421:Pentanoic Acids / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000473:Alkanes; D001593:Benzyl Compounds; D001896:Boron Compounds; D009942:Organometallic Compounds; D010421:Pentanoic Acids; D009532:Nickel; C005566:pivalic acid; D008697:Methane