25830-20-0Relevant academic research and scientific papers
Synthesis and anticancer activities of novel guanylhydrazone and aminoguanidine tetrahydropyran derivatives
Silva, Fábio Pedrosa Lins,Dantas, Bruna Braga,Martins, Gláucia Veríssimo Faheina,De Araújo, Demétrius Ant?nio Machado,Vasconcellos, Mário Luiz Araújo De Almeida
, (2016)
In this paper we present the convenient syntheses of six new guanylhydrazone and aminoguanidine tetrahydropyran derivatives 2-7. The guanylhydrazone 2, 3 and 4 were prepared in 100% yield, starting from corresponding aromatic ketones 8a-c and aminoguanidi
Diastereoselective syntheses via Prins cyclization, crystal structures determination and theoretical studies of cis-2,6-diphenyl-4- hydroxytetrahydropyran and analogues
Silva,Sabino,Martins,Vasconcellos
, p. 478 - 487 (2013/03/29)
We report in this article the diastereoselective syntheses of tetrahydropyranyl derivatives 1-5, its cis configurational ascertainment by spectroscopy and finally the crystal structures determination that unequivocally shows the 1-5 configurations and its
Synthesis of a novel diarylheptanoid isolated from Zingiber officinale
Parker, Gregory D.,Seden, Peter T.,Willis, Christine L.
scheme or table, p. 3686 - 3689 (2009/10/04)
Syntheses of 4-acetoxy-2,6-disubstituted tetrahydropyrans via Prins cyclisation of homoallylic alcohols with benzylic aldehydes are described and the methodology is applied in the total synthesis of diarylheptanoid 1 confirming both the structure and abso
Synthesis of (-)-centrolobine by Prins cyclizations that avoid racemization.
Marumoto, Shinji,Jaber, James J,Vitale, Justin P,Rychnovsky, Scott D
, p. 3919 - 3922 (2007/10/03)
[formula: see text] The segment-coupling Prins cyclization avoids two of the problems common to other Prins cyclization protocols: side-chain exchange and partial racemization by reversible 2-oxonia Cope rearrangement. Model studies demonstrate the stereochemical fidelity of Prins cyclizations using alpha-acetoxy ethers compared with direct aldehyde-alcohol Prins reactions. Furthermore, we propose a mechanism for the racemization observed in some intermolecular Prins cyclizations. Two straightforward syntheses of optically pure (-)-centrolobine highlight the utility of Prins cyclizations.
