99848-41-6Relevant academic research and scientific papers
Access to chiral tetrahydrofluorenes through a palladium-catalyzed enantioselective tandem intramolecular Heck/Tsuji-Trost reaction
Zhang, Ying,Shen, Hong-Cheng,Li, Yang-Yang,Huang, Yong-Shuang,Han, Zhi-Yong,Wu, Xiang
supporting information, p. 3769 - 3772 (2019/04/01)
A palladium-catalyzed enantioselective coupling of 2,5-cyclohexadienyl-substituted aryl iodides and carbon or heteroatom nucleophiles is described. The reaction proceeded via a tandem asymmetric Heck insertion and Tsuji-Trost allylation, enabling the rapi
Quantitating the effect of an ortho substituent on cyclization and intramolecular hydrogen-transfer reactions of aryl radicals
Curran, Dennis P.,Fairweather, Neil
, p. 2972 - 2974 (2007/10/03)
Reduction of allyl 2-iodobenzyl malonates with triphenyltin hydrides generates aryl radicals that partition between 6-exo cyclization, 7-endo cyclization, and 1,5-hydrogen atom transfer. Rate constants for all of these processes are high (> 108 M-1 s-1), and the rates are only marginally reduced (33%) by the introduction of methyl group ortho to the reacting radical.
NAD(P)+-NAD(P)H Models. 87. Nonsteric Stereochemistry Controlled by a Carbonyl Dipole
Ohno, Atsuyoshi,Tsutsumi, Akihiro,Yamazaki, Norimasa,Okamura, Mutsuo,Mikata, Yuji,Fujii, Masayuki
, p. 1679 - 1685 (2007/10/03)
6,7-Dihydro-1,6,11-trimethyl-5-oxo-5H-benzo[c]pyrido[2,3-e]azepin-1-ium iodide (11-Me-MMPA+I-) was synthesized, and it was confirmed that the axial chirality in the salt is stable at room temperature. Upon the reduction of 11-Me-MMPA+ with a pair of diastereomeric dihydropyridine derivatives, the reacting face is always that in which the carbonyl dipole in the cation is included (i.e., syn selectivity), regardless the configuration of the reducing agent. A steric hindrance, in a classical sense, and other factors contribute to the stereochemistry of the reaction only in a minor part. Plausible intermolecular arrangements at the transition state of the reaction are discussed in order to understand the mechanism of this nonsteric stereochemistry.
