145629-72-7Relevant academic research and scientific papers
Optimizing P,N-bidentate ligands for oxidative gold catalysis: Efficient intermolecular trapping of α-oxo gold carbenes by carboxylic acids
Ji, Kegong,Zhao, Yulong,Zhang, Liming
, p. 6508 - 6512 (2013)
Control confirmed: Optimization of P,N-bidentate ligands (L) reveals the importance of conformation control for intermolecular trapping of reactive α-oxo gold carbene intermediates. As a result, the highly efficient and broadly applicable synthesis of car
I2-catalyzed regioselective oxo- and hydroxy-acyloxylation of alkenes and enol ethers: A facile access to α-acyloxyketones, esters, and diol derivatives
Reddi, Rambabu N.,Prasad, Pragati K.,Sudalai, Arumugam
supporting information, p. 5674 - 5677 (2015/02/19)
I2-catalyzed oxo-acyloxylation of alkenes and enol ethers with carboxylic acids providing for the high yield synthesis of α-acyloxyketones and esters is described. This unprecedented regioselective oxidative process employs TBHP and Et3/s
Cu(I)-catalyzed reductive aldol cyclizations: Diastereo- and enantioselective synthesis of β-hydroxylactones
Lam, Hon Wai,Joensuu, Pekka M.
, p. 4225 - 4228 (2007/10/03)
(Chemical Equation Presented) Copper bisphosphine complexes catalyze the intramolecular reductive aldol reaction of α,β-unsaturated esters with ketones, affording five-and six-membered β-hydroxylactones in high stereoselectivities. Utilization of chiral nonracemic bisphosphines render the cyclizations enantioselective.
Preparation and Reactivity of Highly Functionalized Organometallics at the α Position of Oxygen or Nitrogen
Knochel, Paul,Chou, Tso-Sheng,Jubert, Carole,Rajagopal, Duddu
, p. 588 - 599 (2007/10/02)
α-Halogenoalkyl carboxylates (FG-R1CH(X)(OCOR2); FG = COOR, CN, SR; X = I, Br) were readily prepared by the addition of an acid chloride or bromide (R2COX; X = Br or Cl) to an aldehyde (FG-RCHO) in the presence of a catalytic amount of ZnCl2.They insert efficiently zinc dust in THF-DMSO (X = Br, 8 - 10 deg C, 6 - 10 h) affording the corresponding zinc organometallics at the α position to oxygen FG-RCH(ZnBr)(OAc).After the addition of the THF-soluble copper salt CuCN*2LiCl, the corresponding copper reagents FG-RCH(Cu(CN)ZnBr)(OAc) are formed and reacted with variousclasses of electrophiles such as acid chlorides, aldehydes, enones, allylic and alkynyl halides, activated alkynes, nitro olefins and alkylidenemalonates providing polyfunctional molecules in excellent yields.Similarly, zinc organometallics at the α position to the nitrogen of cyclic imides were prepared by the zinc insertion to cyclic α-chloromethyl (or α-chloroethyl) imides.After their transmetalation to the corresponding copper organometallic ((R1CO)2NCH(R)(Cu(CN)ZnCl); R = Me or H), they were reacted with allylic and alkynyl halides and ethyl propiolate affording polyfunctional imides.The reaction of cyclic N-(chloromethyl)imides with aldehydes in the presence of chromium(II) chloride in THF furnishes protected amino alcohols in 36 - 95percent yield.
