244296-65-9Relevant academic research and scientific papers
Synthesis of vinyl boronates from aldehydes by a practical boron-Wittig reaction
Coombs, John R.,Zhang, Liang,Morken, James P.
, p. 1708 - 1711 (2015)
A highly stereoselective boron-Wittig reaction between stable and readily accessible 1,1-bis(pinacolboronates) and aldehydes furnishes a variety of synthetically useful di- and trisubstituted vinyl boronate esters.
PSiP-pincer type palladium-catalyzed dehydrogenative borylation of alkenes and 1,3-Dienes
Kirai, Naohiro,Iguchi, Shoichiro,Ito, Tatsuyoshi,Takaya, Jun,Iwasawa, Nobuharu
, p. 784 - 799 (2013/08/23)
Dehydrogenative borylation of alkenes and 1,3-dienes was realized by carrying out the reaction in the presence of bis(pinacolato)diboron (B2pin2) and a catalytic amount of PSiP-pincer palladium complex. This protocol has the following notable features. 1)
Catalyst-controlled regioselectivity in the synthesis of branched conjugated dienes via aerobic oxidative heck reactions
Zheng, Changwu,Wang, Dian,Stahl, Shannon S.
supporting information, p. 16496 - 16499,4 (2020/09/15)
Pd-catalyzed aerobic oxidative coupling of vinylboronic acids and electronically unbiased alkyl olefins provides regioselective access to 1,3-disubstituted conjugated dienes. Catalyst-controlled regioselectivity is achieved by using 2,9-dimethylphenanthroline as a ligand. The observed regioselectivity is opposite to that observed from a traditional (nonoxidative) Heck reaction between a vinyl bromide and an alkene. DFT computational studies reveal that steric effects of the 2,9-dimethylphenanthroline ligand promote C-C bond formation at the internal position of the alkene.
