Intramolecular Diels-Alder Route To 6-octadecahydroisoquinoline-3-Carboxylates: Intermediates For The Synthesis Of Conformationally Constrained Excitatory Amino Acid Antagonists

Article abstract of DOI:10.1016/S0040-4039(00)78176-7

We report the preparation of a hydroisoquinoline intermediate potentially useful for the synthesis of some excitatory amino acid antagonists.The requisite stereochemistry is established by an intramolecular Diels-Alder reaction, and the absolute stereochemistry is ultimately derived from S-aspartic acid.Also reported is an efficient synthesis of methyl N-CBZ asparate β-aldehyde.