Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional ?-lactams and amino acids

Artículo

Autoría

Aguilera, Jordi ; MOGLIONI, ALBERTINA GLADYS ; Mor, Àlex ; Ospina, Jimena ; Illa, Ona ; Ortuño, Rosa M.

Fecha

2014

Editorial y Lugar de Edición

Elsevier

Revista

TETRAHEDRON, vol. 70 (pp. 6546-6553) Elsevier

Resumen Información suministrada por el agente en SIGEVA

Divergent and versatile synthetic routes leading to the title compounds are described. They start from a common chiral precursor derived from (?)-(S)-verbenone and afford polyfunctional ?-lactams and ?- and ?-amino acids. The cyclobutane moiety in these molecules acts as a chiral and polyfunctional platform providing stereogenic centres with unambiguous absolute configuration that control the chirality of the newly produced asymmetric carbons. Furthermore, it affords functional groups and carbo... Divergent and versatile synthetic routes leading to the title compounds are described. They start from a common chiral precursor derived from (?)-(S)-verbenone and afford polyfunctional ?-lactams and ?- and ?-amino acids. The cyclobutane moiety in these molecules acts as a chiral and polyfunctional platform providing stereogenic centres with unambiguous absolute configuration that control the chirality of the newly produced asymmetric carbons. Furthermore, it affords functional groups and carbon chains suitable not only to create the basic skeleton of the desired products but additional functional groups. These features confer on these derivatives a great versatility for further uses in the development of new drugs and as synthetic building blocks.

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Palabras Clave

VerbenoneChiralityAmino acidsPolyfunctional scaffolds?-LactamsDivergent synthesisBuilding blocks

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http://hdl.handle.net/11336/18396