Artículo

A chiral auxiliary derived from levoglucosenone in assymetric Diels-Alder transformations

Sarotti, Ariel MarceloIcon ; Spanevello, Rolando AngelIcon ; Suarez, Alejandra GracielaIcon
Fecha de publicación: 10/10/2005
Editorial: Pergamon-Elsevier Science Ltd
Revista: Tetrahedron Letters
ISSN: 0040-4039
Idioma: Inglés
Tipo de recurso: Artículo publicado
Clasificación temática:

Resumen

The Diels-Alder reaction of the acrylate derived from levoglucosenone with cyclopentadiene was studied under several conditions, in the presence and absence of a Lewis acid. The results showed satisfactory diastereomeric excess and the ratio of cycloadducts was found to depend on the reaction conditions. A reversal in stereoselectivity was observed when EtAlCl2 or Et 2AlCl were employed as Lewis acids.
Palabras clave: ACRYLATE , CHIRAL AUXILIARY , CYCLOADDITIONS , DIELS-ALDER , LEVOGLUCOSENONE
 
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info:eu-repo/semantics/openAccess Excepto donde se diga explícitamente, este item se publica bajo la siguiente descripción: Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Unported (CC BY-NC-SA 2.5)
Identificadores
URI: http://hdl.handle.net/11336/134995
URL: https://www.sciencedirect.com/science/article/abs/pii/S004040390501823X
DOI: http://dx.doi.org/10.1016/j.tetlet.2005.08.073
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Articulos(IQUIR)
Articulos de INST.DE QUIMICA ROSARIO
Citación
Sarotti, Ariel Marcelo; Spanevello, Rolando Angel; Suarez, Alejandra Graciela; A chiral auxiliary derived from levoglucosenone in assymetric Diels-Alder transformations; Pergamon-Elsevier Science Ltd; Tetrahedron Letters; 46; 41; 10-10-2005; 6987-6990
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