1399983-72-2Relevant academic research and scientific papers
Direct, redox-neutral prenylation and geranylation of secondary carbinol C-H bonds: C4-regioselectivity in ruthenium-catalyzed C-C couplings of dienes to α-hydroxy esters
Leung, Joyce C.,Geary, Laina M.,Chen, Te-Yu,Zbieg, Jason R.,Krische, Michael J.
supporting information, p. 15700 - 15703 (2012/11/07)
The ruthenium catalyst generated in situ from Ru3(CO) 12 and tricyclohexylphosphine, PCy3, promotes the redox-neutral C-C coupling of aryl-substituted α-hydroxy esters to isoprene and myrcene at the diene C4-position, resulting in direct carbinol C-H prenylation and geranylation, respectively. This process enables direct conversion of secondary to tertiary alcohols in the absence of stoichiometric byproducts or premetalated reagents, and is the first example of C4-regioselectivity in catalytic C-C couplings of 2-substituted dienes to carbonyl partners. Mechanistic studies corroborate a catalytic cycle involving diene-carbonyl oxidative coupling.
