114468-95-0Relevant academic research and scientific papers
Kinetic Resolution of Tertiary Benzyl Alcohols via Palladium/Chiral Norbornene Cooperative Catalysis
Cheng, Hong-Gang,Ding, Bo,Hong, Xin,Hua, Yu,Liu, Ze-Shui,Xie, Pei-Pei,Zhou, Qianghui
, p. 12824 - 12828 (2021)
Herein we report a highly enantioselective kinetic resolution of tertiary benzyl alcohols via palladium/chiral norbornene cooperative catalysis. With simple aryl iodides as the resolution reagent, a wide range of readily available racemic tertiary benzyl alcohols are applicable to this method. Both chiral tertiary benzyl alcohols and benzo[c]chromene products are obtained in good to excellent enantioselectivities (selectivity factor up to 544). The appealing synthetic utility of the obtained enantioenriched tertiary alcohols is demonstrated by the facile preparation of several valuable chiral heterocycles. Preliminary mechanism studies include DFT calculations to explain the origin of enantiodiscrimination and control experiments to uncover the formation of a transient axial chirality during the kinetic resolution step.
Gold-Catalyzed Enantioselective Intramolecular Annulation of Ene-Yne-Carbonyls via Benzopyrylium-Type Intermediates
Koshikawa, Takumi,Satoh, Masakazu,Masutomi, Koji,Shibata, Yu,Tanaka, Ken
supporting information, p. 1488 - 1492 (2019/01/04)
It has been established that a cationic gold(I)/(R)-H8-binap complex catalyzes the enantioselective intramolecular [4+2] annulation of benzene-linked ene-yne-carbonyls via benzopyrylium-type intermediates at room temperature to give chiral tric
Palladium(II)-catalyzed Intermolecular Cascade Cyclization of Methylenecyclopropanes with Aromatic Alkynes: Construction of Spirocyclic Compounds Containing Indene and 1,2-Dihydronaphthalene Moieties
Fang, Wei,Wei, Yin,Shi, Min
supporting information, (2019/05/22)
A palladium(II)-catalyzed intermolecular cascade cyclization of methylenecyclopropanes with aromatic alkynes is reported in this paper. The reaction involves a migratory insertion of alkyne, an intramolecular Heck-type reaction, and β-H elimination, providing a series of spirocyclic compounds containing indene and 1,2-dihydronaphthalene moieties in moderate to excellent yields upon heating.
1-Phenylisobenzofuran, 1-Phenylnaphthofuran, 1-Phenylnaphthofuran, and 3-Phenylnaphthofuran via Cyclic Hemiaminal, Hemiacetal, and Acetal Precursors
Smith, James G.,Fogg, Deryn E.,Munday, Ian J.,Sandborn, Richard E.,Dibble, Peter W.
, p. 2942 - 2953 (2007/10/02)
The title compounds have been generated via cyclic hemiaminal, hemiacetal, and acetal precursors and trapped in Diels-Alder reactions with several dienophiles.The precursors are easily prepared from o-bromobenzyl alcohol, 2-bromo-3-naphthalenemethanol, or
