17285-59-5Relevant articles and documents
Pyridine radicals in synthesis. Part 3: Cyclopentannulation of pyridine via the 3-pyridyl radical and a formal synthesis of (±)-oxerine
Jones, Keith,Fiumana, Andrea,Escudero-Hernandez, Maria L.
, p. 397 - 406 (2000)
The allylation and propargylation of 3-bromo-4-formylpyridine under zinc-mediated Barbier conditions is described. The homoallylic alcohols produced are cyclised via the derived 3-pyridyl radical to give cyclopentannulated pyridines. One of these bicyclic compounds is converted into an advanced intermediate in a previous synthesis of the monoterpene alkaloid (±)-oxerine. (C) 2000 Elsevier Science Ltd.
Silver oxide as a novel catalyst for carbon-carbon bond-forming reactions in aqueous media
Ueno, Masaharu,Tanoue, Arata,Kobayashi, Shu
supporting information; experimental part, p. 652 - 653 (2011/01/10)
Silver oxide was found to be an excellent catalyst for allylation reactions of allyltributyltins with aldehydes in aqueous media. Despite the very low solubility of silver oxide in the media, the reactions proceeded smoothly, and the catalyst was recovere
Chemoenzymatic synthesis of optically active heterocyclic homoallylic and homopropargylic alcohols
Singh, Satwinder,Kumar, Subodh,Chimni, Swapandeep Singh
, p. 2679 - 2687 (2007/10/03)
A chemoenzymatic methodology has been developed using indium-mediated allylation of heterocyclic aldehydes under aqueous conditions followed by Pseudomonas cepacia lipase-catalyzed enantioselective acylation of racemic homoallylic and homopropargylic alcohols in organic media. It is observed that the lipase immobilized on ceramic particles (PS-C Amano II) catalyzes the resolution in a highly enantioselective manner in less time as compared to the native enzyme (PS Amano). The approach provides new functionalized chiral synthons useful in the synthesis of natural and pseudonatural products.