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

Sarotti, Ariel Marcelo; Spanevello, Rolando Angel; Suarez, Alejandra Graciela

info:eu-repo/semantics/article

Fecha

2005-10-10

Registro en:

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

0040-4039

http://hdl.handle.net/11336/134995

CONICET Digital

CONICET

https://repositorioslatinoamericanos.uchile.cl/handle/2250/4380959

Autor

Sarotti, Ariel Marcelo

Spanevello, Rolando Angel

Suarez, Alejandra Graciela

Institución

Consejo Nacional de Investigaciones Científicas y Tecnológicas (Argentina)

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.

Materias

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