1202207-31-5Relevant academic research and scientific papers
Stereospecific Iron-Catalyzed Carbon(sp2)-Carbon(sp3) Cross-Coupling with Alkyllithium and Alkenyl Iodides
Lu, Xiao-Lin,Shannon, Mark,Peng, Xiao-Shui,Wong, Henry N. C.
, p. 2546 - 2549 (2019)
An efficient synthetic protocol involving iron-catalyzed cross-coupling reactions between organolithium compounds and alkenyl iodides as key coupling partners was achieved. More than 30 examples were obtained with moderate to good yields and high stereospecificity. Gram-scale and synthetic applications of this procedure are recorded herein to demonstrate its feasibility and potential utilization.
Nickel-Mediated Enantiospecific Silylation via Benzylic C-OMe Bond Cleavage
Balakrishnan, Venkadesh,Murugesan, Vetrivelan,Chindan, Bincy,Rasappan, Ramesh
, p. 1333 - 1338 (2021/02/20)
Benzylic stereocenters are found in bioactive and drug molecules, as enantiopure benzylic alcohols have been used to build such a stereogenic center, but are limited to the construction of a C-C bond. Silylation of alkyl alcohols has the potential to build bioactive molecules and building blocks; however, the development of such a process is challenging and unknown. Herein, we describe an unprecedented AgF-assisted nickel catalysis in the enantiospecific silylation of benzylic ethers.
Surfactant-Enabled Transition Metal-Catalyzed Chemistry
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, (2011/06/23)
In one embodiment, the present application discloses mixtures comprising (a) water in an amount of at least 1% wt/wt of the mixture; (b) a transition metal catalyst; and (c) one or more solubilizing agents; and methods for using such mixtures for performing transition metal mediated bond formation reactions.
TPGS-750-M: A second-generation amphiphile for metal-catalyzed cross-couplings in water at room temperature
Lipshutz, Bruce H.,Ghorai, Subir,Abela, Alexander R.,Moser, Ralph,Nishikata, Takashi,Duplais, Christophe,Krasovskiy, Arkady,Gaston, Ricky D.,Gadwood, Robert C.
experimental part, p. 4379 - 4391 (2011/07/06)
An environmentally benign surfactant (TPGS-750-M), a diester composed of racemic α-tocopherol, MPEG-750, and succinic acid, has been designed and readily prepared as an effective nanomicelle-forming species for general use in metal-catalyzed cross-coupling reactions in water. Several "name" reactions, including Heck, Suzuki-Miyaura, Sonogashira, and Negishi-like couplings, have been studied using this technology, as have aminations, C-H activations, and olefin metathesis reactions. Physical data in the form of DLS and cryo-TEM measurements suggest that particle size and shape are key elements in achieving high levels of conversion and, hence, good isolated yields of products. This new amphiphile will soon be commercially available.
Pd-catalyzed synthesis of allylic silanes from allylic ethers
Moser, Ralph,Nishikata, Takashi,Lipshutz, Bruce H.
supporting information; experimental part, p. 28 - 31 (2010/03/03)
Chemical Equation Presented Allylic phenyl ethers serve as electrophiles toward Pd(O) en route to a variety of allylic silanes. The reactions can be run at room temperature in water as the only medium using micellar catalysis
