Organotellurides as a source of organometallics: application in the synthesis of (+/−)-frontalin
作者:Alcindo A. Dos Santos、Renan S. Ferrarini、Jefferson L. Princival、João V. Comasseto
DOI:10.1016/j.tetlet.2006.10.039
日期:2006.12
A maskedlithiumhomoenolate, generated by tellurium/lithium exchange, was reacted with epoxides. The lithium compound was also converted into other organometallics such as Grignard, and cuprates and the reactivity of those organometallics with epoxides was evaluated. The same building block was employed in the synthesis of (+/−)-frontalin.
Lipase-catalyzed kinetic resolution of (RS)-hydroxy tellurides
作者:Alcindo A. Dos Santos、Carlos E. Da Costa、Jefferson L. Princival、João V. Comasseto
DOI:10.1016/j.tetasy.2006.07.024
日期:2006.9
The enzymatic resolution of racemic mixtures of hydroxy tellurides with a range of lipases has been investigated. Lipase-B from Candida antarctica (CALB) gave the best conversions, providing both enantiomers with high enantiomeric purity. A comparative study of the effect of solvent and substrate on the enzymatic kinetic resolution was performed. (c) 2006 Elsevier Ltd. All rights reserved.
β-Functionalized selenides and tellurides by hydrochalcogenation of olefins containing electron-withdrawing groups
作者:Fabiano K. Zinn、Vinı́cius E. Righi、Silas C. Luque、Henrique B. Formiga、João V. Comasseto
DOI:10.1016/s0040-4039(02)00095-3
日期:2002.2
Olerins conjugated to electron-withdrawing groups (e.g. CHO, RCO, CO2R, CN) react rapidly with alkylselenols and tellurols generated in situ to give the corresponding beta-chalcogeno aldehydes, ketones, esters and nitriles. beta-Telluroketones are transformed into beta-telluroketals, which are beta-lithiocarbonyl synthons. (C) 2002 Elsevier Science Ltd. All rights reserved.
Hydrochalcogenation of activated olefines. Synthesis of functionalized dialkylchalcogenides
作者:João V. Comasseto、Rogério A. Gariani、Jefferson L. Princival、Alcindo A. Dos Santos、Fabiano K. Zinn
DOI:10.1016/j.jorganchem.2008.06.014
日期:2008.8
Alkanethiols, selenols and tellurols are generated in situ by reaction of elemental sulfur, selenium and tellurium with commercial alkyllithiums, followed by reaction with deoxygenated water. The alkanechalcogenols react in situ with activated ole. ns in a Michael- type addition reaction. (c) 2008 Elsevier B. V. All rights reserved.
γ-Butyltelluro-2-butanol: a route to reactive 1,4-dianion intermediates
作者:Jefferson L. Princival、Simone M.G. de Barros、João V. Comasseto、Alcindo A. Dos Santos
DOI:10.1016/j.tetlet.2005.05.002
日期:2005.6
gamma-Butyltelluro-2-butanol was reacted with 2 equiv of n-butyllithium. Both tellurium/lithium exchange and the proton abstraction reactions took place in a single step and the lithium dianion intermediate efficiently reacted with aldehydes and ketones, producing the corresponding diols. (c) 2005 Elsevier Ltd. All rights reserved.