RT Journal Article
T1 Synergistic Copper/Palladium Catalysis for the Regio- and Stereoselective Synthesis of Borylated Skipped Dienes
A1 Mateos, Jaime
A1 Rivera Chao, Eva
A1 Fañanás-Mastral, Martín
K1 Copper
K1 Multicomponent reactions
K1 Palladium
K1 Skipped dienes
K1 Synergistic catalysis
AB A Cu/Pd-catalyzed allylboration of alkynes with allyl carbonates and bis(pinacolato)diboron to afford borylated skipped dienes is reported. Synergistic Cu and Pd catalysis enables this protocol to work for a wide array of alkynes and allyl carbonates under mild conditions with total regio- and stereocontrol. This transformation features the catalytic generation of β-borylalkenylcopper intermediates and their use in Pd-catalyzed allylic substitution of allyl carbonates. The utility of this method is highlighted by the synthesis of (Z,E)-α-homofarnesene (pheromone) and the terpenoid precursor of Merochlorins (potent antibiotic agents)
PB American Chemical Society
SN 2155-5435
YR 2017
FD 2017-07-12
LK http://hdl.handle.net/10347/17015
UL http://hdl.handle.net/10347/17015
LA eng
NO Jaime Mateos, Eva Rivera-Chao, and Martín Fañanás-Mastral ACS Catalysis 2017 7 (8), 5340-5344 DOI: 10.1021/acscatal.7b01833
NO Financial support from MINECO (RYC-2012-11749; CTQ2015-62724-ERC), BBVA Foundation (IN[15]_CBB_QUI_3065), Xunta de Galicia (ED431F 2016/006; GRC2014/032; Centro singular de investigación de Galicia accreditation 2016-2019, ED431G/09) and ERDF is gratefully acknowledged. M.F.-M. is grateful to MINECO for a Ramón y Cajal contract. E.R.-C. thanks Segundo Gil Dávila Foundation for a predoctoral fellowship
DS Minerva
RD 27 abr 2026