18737-73-0Relevant articles and documents
Catalytic protodeboronation of pinacol boronic esters: Formal anti-Markovnikov hydromethylation of alkenes
Clausen, Florian,Kischkewitz, Marvin,Bergander, Klaus,Studer, Armido
, p. 6210 - 6214 (2019/06/27)
Pinacol boronic esters are highly valuable building blocks in organic synthesis. In contrast to the many protocols available on the functionalizing deboronation of alkyl boronic esters, protodeboronation is not well developed. Herein we report catalytic protodeboronation of 1°, 2° and 3° alkyl boronic esters utilizing a radical approach. Paired with a Matteson-CH2-homologation, our protocol allows for formal anti-Markovnikov alkene hydromethylation, a valuable but unknown transformation. The hydromethylation sequence was applied to methoxy protected (-)-Δ8-THC and cholesterol. The protodeboronation was further used in the formal total synthesis of δ-(R)-coniceine and indolizidine 209B.
Tandem reaction by using compatible catalysts: Cross-metathesis reaction and hydrogenation
Cossy, Janine,Bargiggia, Frédéric C.,BouzBouz, Samir
, p. 6715 - 6717 (2007/10/03)
A one-pot tandem cross-metathesis/hydrogenation procedure was achieved at room temperature, under one atmosphere of hydrogen, in the presence of ruthenium catalyst II and PtO2 showing the compatibility of the two catalysts.