Obtención de alquenos por acoplamiento reductivo de compuestos carbonílicos; síntesis de Z,E-6-dodeceno, síntesis de flexibileno y isocaryophyllene, vistas mecanicistas; el cuaderno de químicaorgánica, N ° 14
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Rev. Bol. Quim
Abstract
"La serie de cuadernos de química orgánica, un enfoque didáctico", es la serie diseñada con fines educativos en el campo de la síntesis orgánica. Con el presente documento, sumamos un total de catorce contribuciones hasta ahora en la serie. Esta serie de estudios está diseñada para ayudar a los estudiantes cuando se inician en el tema de síntesis. El método de aprendizaje incluye muchas reacciones diseñadas completa y explícitamente paso a paso. La mejor manera de entender una síntesis es por medio de vistas gráficas que han sido propuestas por los autores de la serie y cuando en la mayoría de los casos están acompañadas por comentarios ilustrativos de los autores que describen propuestas mecanicistas gráficas y agregan algunos criterios deducidos de los diferentes pasos mecanicistas. Hemos tomado una serie de reacciones compiladas por W. Carruthers en "Algunos métodos modernos de síntesis orgánica", y hemos propuesto puntos de vista didácticos y mecanicistas para ellos. Este tema se incluye en el capítulo "Formación de dobles enlaces carbono-carbono" en el texto mencionado. Los compuestos carbonílicos se pueden reducir hasta alquenos por dimerización reductiva. Para los aldehidos y las cetonas es factible la obtención de alquenos en la dimerización reductora utilizando un agente reductor basado en Ti (III) 3C1- y LiAlH4 o Zn (Cu) o Ti metálico activado.
The Organic Chemistry Notebook Series, a Didactical Approach, is the series designed with educational purposes in the organic synthesis field. With the present paper we add to a total of fourteen contributions so far in the series. This series of studies is designed to help students when getting started in the synthesis subject. The method of learning includes many fully and explicitly designed reactions step by step. The best manner to understand a synthesis is by means of graphical views which have been proposed by the authors of the series, and when they are accompanied in most of the cases by illustrative comments by the authors that describe de graphical mechanistic proposals and add some criteria deduced from the different mechanistic steps. We have taken a series of reactions compiled by W. Carruthers in 'Some modern methods of organic synthesis', and we have proposed didactical and mechanistic views for them. This theme is included in the chapter "Formation of carbon-carbon double bonds" in the mentioned text. Carbonyl compounds can be reduced until alkenes by reductive dimerization, this is the so called Intermolecular Carbonyl Coupling InterMolCC. For aldehydes and ketones is feasible the obtaining of alkenes on reductive dimerization by using a reductive agent based on Ti(III) 3C1- and LiAlH4 or Zn(Cu) or active metallic Ti. The InterMolCC also includes the Intermolecular Mixed Carbonyl Coupling InterMolMCC. Also, we described in a mechanistic manner what has been exposed by diverse other authors with regard to a variant of InterMolMCC, the Intramolecular Mixed (or not) Carbonyl Coupling IntraMolMCC.
The Organic Chemistry Notebook Series, a Didactical Approach, is the series designed with educational purposes in the organic synthesis field. With the present paper we add to a total of fourteen contributions so far in the series. This series of studies is designed to help students when getting started in the synthesis subject. The method of learning includes many fully and explicitly designed reactions step by step. The best manner to understand a synthesis is by means of graphical views which have been proposed by the authors of the series, and when they are accompanied in most of the cases by illustrative comments by the authors that describe de graphical mechanistic proposals and add some criteria deduced from the different mechanistic steps. We have taken a series of reactions compiled by W. Carruthers in 'Some modern methods of organic synthesis', and we have proposed didactical and mechanistic views for them. This theme is included in the chapter "Formation of carbon-carbon double bonds" in the mentioned text. Carbonyl compounds can be reduced until alkenes by reductive dimerization, this is the so called Intermolecular Carbonyl Coupling InterMolCC. For aldehydes and ketones is feasible the obtaining of alkenes on reductive dimerization by using a reductive agent based on Ti(III) 3C1- and LiAlH4 or Zn(Cu) or active metallic Ti. The InterMolCC also includes the Intermolecular Mixed Carbonyl Coupling InterMolMCC. Also, we described in a mechanistic manner what has been exposed by diverse other authors with regard to a variant of InterMolMCC, the Intramolecular Mixed (or not) Carbonyl Coupling IntraMolMCC.
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Vol. 35, No. 3