192886-57-0Relevant academic research and scientific papers
Intramolecular Sakurai Allylation of Geminal Bis(silyl) Enamide with Indolenine. A Diastereoselective Cyclization to Form Functionalized Hexahydropyrido[3,4- b]Indole
Chen, Yi,Gao, Lu,Song, Xuanyi,Song, Zhenlei
supporting information, p. 124 - 128 (2021/01/13)
A fluoride-promoted intramolecular Sakurai allylation of geminal bis(silyl) enamide with indolenine has been developed. The reaction facilitates an efficient cyclization to give hexahydropyrido[3,4-b]indoles in good yields with high diastereoselectivity. The resulted cis, trans-stereochemistry further enables the ring-closing metathesis (RCM) reaction of two alkene moieties, giving a tetracyclic N-hetereocycle widely found as the core structure in akuammiline alkaloids.
Organoselenium-Catalyzed Regioselective C?H Pyridination of 1,3-Dienes and Alkenes
Liao, Lihao,Guo, Ruizhi,Zhao, Xiaodan
supporting information, p. 3201 - 3205 (2017/03/17)
An efficient approach for organoselenium-catalyzed regioselective C?H pyridination of 1,3-dienes to form pyridinium salts has been developed. This method was also successfully applied to direct C?H pyridination of alkenes. Fluoropyridinium reagents, or initially loaded pyridine derivatives, acted as pyridine sources in the pyridination reactions. The obtained pyridinium salts could be further converted under different conditions. This work is the first example of catalytic C-2 direct C?H functionalization of 1,3-dienes and the first case of organoselenium-catalyzed C?H pyridination.
A novel oxidative transformation of alcohols to nitriles: An efficient utility of azides as a nitrogen source
Rokade, Balaji V.,Malekar, Sanjeev K.,Prabhu, Kandikere Ramaiah
, p. 5506 - 5508 (2012/07/03)
An efficient methodology to oxidize benzylic and cinnamyl alcohols to their corresponding nitriles in excellent yields has been developed. This methodology employs DDQ as an oxidant and TMSN3 as a source of nitrogen in the presence of a catalytic amount of Cu(ClO4)2·6H 2O.
Regioselective control in the palladium-catalyzed isomerization of methylenecyclopropylcarbinols using acetic acid as a reagent
Shi, Min,Wang, Bao-Yu,Shao, Li-Xiong
, p. 909 - 912 (2008/02/02)
Tuning the regioselectivity of the Pd-catalyzed isomerization of methylenecyclopropylcarbinols in acetic acid is achieved by a subtle choice of the ligand and/or solvent. When dioxane is used as the solvent, penta-2,4-dien-1-ols are formed, whereas when A
The epoxy-Ramberg-Baecklund reaction (ERBR): A sulfone-based method for the synthesis of allylic alcohols
Evans, Paul,Johnson, Paul,Taylor, Richard J. K.
, p. 1740 - 1754 (2007/10/03)
The epoxy-Ramberg-Baecklund reaction (ERBR) is outlined, in which α,β-epoxy sulfones are converted into a range of mono-, di- and tri-substituted allylic alcohols, on treatment with base. Modification of this method enabled the preparation of enantio-enriched allylic alcohols following the diastereoselective epoxidation of enantio-enriched vinyl sulfones that were accessed efficiently from the chiral pool. The scope, optimisation and limitations of the ERBR as a method for the preparation of allylic alcohols are discussed. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
COMPOUNDS WITH A HERBAL ODOR III. CIS-ALKENES WITH AN OXYGEN FUNCTION AT THE β POSITION AND THEIR SYNTHESIS BY HYDROGENATION OF DIENE PRECURSORS AT CHROMIUM HEXACARBONYL
Vasil'ev, A. A.,Cherkaev, G. V.
, p. 834 - 840 (2007/10/02)
During the hydrogenation of dienes with oxygen functions at the α position in the presence of chromium hexacarbonyl 1,4-addition of hydrogen to the diene system occurs, and this leads to the corresponding cis-monoene derivatives.In the case of dienes with hydroxyl, alkoxyl, acetal, and ester groups the product yield approaches quantitative; the hydrogenation of similar oxo and acyloxy derivatives is less satisfactory.Many representatives of the synthesized compounds, in which the cis-disubstituted double bond is separated from the oxygen-containing functional group by two carbon atoms, have a herbal odor.
