108774-24-9Relevant academic research and scientific papers
Ni-Catalyzed Arylboration of Unactivated Alkenes: Scope and Mechanistic Studies
Sardini, Stephen R.,Lambright, Alison L.,Trammel, Grace L.,Omer, Humair M.,Liu, Peng,Brown, M. Kevin
supporting information, p. 9391 - 9400 (2019/06/17)
A method for the Ni-catalyzed arylboration of unactivated monosubstituted, 1,1-disubstituted, and trisubstituted alkenes is disclosed. The reaction is notable in that it converts highly substituted alkenes, aryl bromides, and diboron reagents to products that contain a quaternary carbon and a synthetically versatile carbon-boron bond with control of stereoselectivity and regioselectivity. In addition, the method is demonstrated to be useful for the synthesis of saturated nitrogen heterocycles, which are important motifs in pharmaceutical compounds. Finally, due to the unusual reactivity demonstrated, the mechanistic details of the reaction were studied with both computational and experimental techniques.
Alkyl Ethers as Traceless Hydride Donors in Br?nsted Acid Catalyzed Intramolecular Hydrogen Atom Transfer
Gandamana, Dhika Aditya,Wang, Bin,Tejo, Ciputra,Bolte, Benoit,Gagosz, Fabien,Chiba, Shunsuke
supporting information, p. 6181 - 6185 (2018/05/03)
A new protocol for the deoxygenation of alcohols and the hydrogenation of alkenes under Br?nsted acid catalysis has been developed. The method is based on the use of either a benzyl or isopropyl ether as a traceless hydrogen-atom donor, and involves an intramolecular hydride transfer as a key step, which is achieved in a regio- and stereoselective manner.
Stereoselective migration of sterically hindered organoboranes in cyclic and acyclic systems. A stereoselective allylic C-H activation reaction
Hupe, Eike,Denisenko, Dmitri,Knochel, Paul
, p. 9187 - 9198 (2007/10/03)
The thermal migration of cyclic and acyclic organoboranes were studied. In most cases, a stereoselective 1,2-dyotropic migration was observed, allowing the stereocontrol of three contiguous chiral centers. Scope and limitations of this thermal migration are presented.
Highly diastereoselective dioxetane formation in the photooxygenation of enecarbamates with an oxazolidinone chiral auxiliary: Steric control in the [2 + 2] cycloaddition of singlet oxygen through conformational alignment
Adam, Waldemar,Bosio, Sara G.,Turro, Nicholas J.
, p. 8814 - 8815 (2007/10/03)
The photooxygenation of oxazolidinone-substituted enecarbamates leads to diastereomerically pure dioxetanes. The high diastereoselectivity is rationalized in terms of effective π-facial control achieved by shielding one side of the double bond with the ch
