High-pressure and thermally induced asymmetric Diels-Alder cycloadditions of heterosubstituted dienes to homochiral α,β-didehydro amino acid derivatives

Rosa M. Ortuño, Javier Ibarzo, Jean D'Angelo, Françoise Dumas, Angel Alvarez-Larena, Joan F. Piníella

Research output: Contribution to journalArticleResearchpeer-review

16 Citations (Scopus)

Abstract

An amino pentenoate and an unsaturated oxazolone have shown to be suitable homochiral dienophiles to be reacted with electron-rich heterosubstituted dienes. High-pressure and thermal activation have been studied for these cycloadditions. The adducts obtained are polyfunctional building blocks useful for the synthesis of enantiopure cyclohexane amino acids and related products.
Original languageEnglish
Pages (from-to)127-138
JournalTetrahedron Asymmetry
Volume7
DOIs
Publication statusPublished - 1 Jan 1996

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