We propose in this project mechanistic and synthetic studies on the preparation of chiral carbocyclic compounds. Their structures and properties are diverse and cyclopropane amino acids, norbornene derivatives and spiro compounds are considered among them. The synthetic strategy for the two first class of molecules lies on cycloaddition reactions: 1,3-dipolar for the obtention of cyclopropanes, and Diels-Alder cycloaddition for the preparation of norbornenes. The dipolarophiles and the dienophiles to be used are acyclic or cyclic compounds, both prepared from D-glyceraldehyde as a chiral precursor containing the stereogenic center. The control of facial selectivity in these cycloadditions is required to accomplish these purposes. The synthesis of spiro derivatives involves, in a first step, the Diels-Alder cycloaddition between yliden-2(5H)-furanones and different dienes. The possible ra
|Effective start/end date||22/06/92 → 22/06/95|
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