The exo-selectivity of the new non-natural chiral auxiliary (+)-(1R,endo)-2-benzonorbornenol in an asymmetric aza-Diels-Alder reaction |
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| Authors: | Franco FernándezXerardo Garc?&#x;a-Mera José Enrique Rodr?&#x;guez-BorgesMar?&#x;a Luisa C Vale |
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| Institution: | a Departamento de Qu?́mica Orgánica, Facultade de Farmacia, Universidade de Santiago de Compostela, E-15782 Santiago de Compostela, Spain
b CIQ, Departamento de Qu?́mica, Faculdade de Ciências, Universidade do Porto, Rua do Campo Alegre, 687, 4169-007 Porto, Portugal |
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| Abstract: | The recently reported compound (+)-(1R,endo)-2-benzonorbornenol (2) proved to be an efficient chiral auxiliary in the asymmetric aza-Diels-Alder reaction between cyclopentadiene and the N-benzyl imine of its glyoxylate, which afforded a virtually all-exo mixture of cycloaducts with a 1S:1R diastereomeric ratio of 63:37. |
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