939401-02-2Relevant academic research and scientific papers
Regioselective aerobic oxidative Heck reactions with electronically unbiased alkenes: Efficient access to α-alkyl vinylarenes
Zheng, Changwu,Stahl, Shannon S.
supporting information, p. 12771 - 12774 (2015/08/18)
Branched-selective oxidative Heck coupling reactions have been developed between arylboronic acids and electronically unbiased terminal alkenes. The reactions exhibit high catalyst-controlled regioselectivity favoring the less common branched isomer. The reactions employ a catalyst composed of Pd(TFA)2/dmphen (TFA = trifluoroacetate, dmphen = 2,9-dimethyl-1,10-phenanthroline) and proceed efficiently at 45-60 °C under 1 atm of O2 without requiring other additives. A broad array of functional groups, including aryl halide, allyl silane and carboxylic acids are tolerated.
Heck arylations of pent-4-enoates or allylmalonate using a palladium/tetraphosphine catalyst
Lemhadri, Mhamed,Battace, Ahmed,Zair, Touriya,Doucet, Henri,Santelli, Maurice
, p. 2270 - 2281 (2007/10/03)
The Heck reaction of aryl halides with functionalised alk-1-enes should be a powerful method for the synthesis of functionalised (E)-1-arylalk-1-ene derivatives. The major problem of this reaction is the palladium-catalysed migration of the carbon-carbon
Palladium-Catalyzed Highly Regio- and Stereoselective Addition of Organoboronic Acids to Allenes in the Presence of AcOH
Ma, Shengming,Jiao, Ning,Ye, Longwu
, p. 6049 - 6056 (2007/10/03)
The Pd0-catalyzed regio- and stereoselective addition of organoboronic acids to allenes leads to stereodefined tri- or tetrasubstituted alkenes. Furthermore, this method shows high substitutent-loading capability and tolerance of various substitutents. A hydropalladation-Suzuki coupling mechanism, which may account for the regio- and stereoselectivity, is proposed.
Reagent-controlled stereoselective iodolactonizations
Haas, Juergen,Piguel, Sandrine,Wirth, Thomas
, p. 297 - 300 (2007/10/03)
Chemical equation presented Iodocyclizations are important transformations and among stereocontrolled iodocyclizations mostly substrate-controlled versions using a chiral auxiliary have been successfully investigated. This work reports on stereoselective
ortho-halogeno substituents effect in asymmetric cyclization of 4-aryl-4-pentenals using a rhodium catalyst
Fujio, Masakazu,Tanaka, Masakazu,Wu, Xiao-Ming,Funakoshi, Kazuhisa,Sakai, Kiyoshi,Suemune, Hiroshi
, p. 881 - 882 (2007/10/03)
Asymmetric cyclization of 4-aryl-4-pentenals by using a cationic [Rh((R)-BINAP)]ClO4 afforded (3R)-3-substituted cyclopentanones; on the other hand, the cyclization of 4-pentenals bearing ortho-halogeno phenyl groups afforded the opposite (3S)-ones.
