82031-71-8Relevant articles and documents
Asymmetric Induction via a Helically Chiral Anion: Enantioselective Pentacarboxycyclopentadiene Br?nsted Acid-Catalyzed Inverse-Electron-Demand Diels-Alder Cycloaddition of Oxocarbenium Ions
Gheewala, Chirag D.,Hirschi, Jennifer S.,Lee, Wai-Hang,Paley, Daniel W.,Vetticatt, Mathew J.,Lambert, Tristan H.
supporting information, p. 3523 - 3527 (2018/03/21)
An enantioselective catalytic inverse-electron-demand Diels-Alder reaction of salicylaldehyde acetal-derived oxocarbenium ions and vinyl ethers to generate 2,4-dioxychromanes is described. Chiral pentacarboxycyclopentadiene (PCCP) acids are found to be effective for a variety of substrates. Computational and X-ray crystallographic analyses support the unique hypothesis that an anion with point-chirality-induced helical chirality dictates the absolute sense of stereochemistry in this reaction.
Synthesis of propargylic and allenic carbamates via the C-H amination of alkynes
Grigg, R. David,Rigoli, Jared W.,Pearce, Simon D.,Schomaker, Jennifer M.
supporting information; experimental part, p. 280 - 283 (2012/02/16)
Propargylic amines are important intermediates for the synthesis of nitrogen-containing heterocycles. The insertion of a nitrene into a propargylic C-H bond has not been explored, despite the attention directed toward the Rh-catalyzed amination of other t
Cyclization reactions of homopropargyl azide derivatives catalyzed by PtCl4 in ethanol solution: Synthesis of functionalized pyrrole derivatives
Hiroya, Kou,Matsumoto, Shigemitsu,Ashikawa, Masayasu,Ogiwara, Kentaro,Sakamoto, Takao
, p. 5349 - 5352 (2007/10/03)
PtCl4-catalyzed cyclization reactions of homopropargyl azide derivatives to pyrrole rings were investigated. Using ethanol as solvent with 2,6-di-tert-butyl-4-methylpyridine as the base was found to be the best set of conditions for effecting this ring-closing reaction. These reaction conditions can be applied to the preparation of functionalized pyrrole derivatives, with no effect on the functional groups.
