1398416-53-9Relevant academic research and scientific papers
Switchable Synthetic Strategy toward Trisubstituted and Tetrasubstituted Exocyclic Alkenes
Zhou, Sen,Yuan, Fangyuan,Guo, Minjie,Wang, Guangwei,Tang, Xiangyang,Zhao, Wentao
supporting information, p. 6710 - 6714 (2018/11/21)
An efficient and facile method for the construction of tri- or tetrasubstituted exocyclic alkenes is achieved via a Cu(I)-catalytic system. This protocol exhibits mild conditions, low-cost catalyst, good functional group tolerance, and good yields. The selectivity toward tri- or tetrasubstituted alkenes can be delicately controlled by adjustment of base and solvent. A preliminary mechanism study manifested that the reaction undergoes a radical process, where B2pin2 plays an indispensable role.
Palladium-catalyzed alkyne insertion/Suzuki reaction of alkyl iodides
Monks, Brendan M.,Cook, Silas P.
supporting information, p. 15297 - 15300 (2012/11/06)
A palladium-catalyzed alkyne insertion/Suzuki reaction with unactivated alkyl iodides is described. Under the reaction conditions, selective migratory insertion of alkynes avoids β-hydride elimination and provides a facile synthesis of stereodefined, tetrasubstituted olefins. The transformation offers broad substrate scope for both the alkyl iodide and boron nucleophile. Mechanistic studies have revealed inversion of the stereocenter for the carbon bearing the iodide.
