Efficient synthesis of chiral Δ2-1,3,4-thiadiazolines from α-pinene and verbenone

The synthesis of chiral cyclobutane 1,3,4-thiadiazoline derivatives starting from (-)alfa pinene and (-)verbenone was studied. The diastereoisomeric excesses of the products obtained depended strongly upon the starting chiral ketone. The stereochemical assignments of the synthesized compounds were p...

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Detalles Bibliográficos
Autores: Sarmiento, Gabriela Pabla, Rouge, Pablo D., Fabian, Lucas Emanuel, Vega, Daniel Roberto, Ortuño, Rosa M., Moltrasio, Graciela Yolanda, Moglioni, Albertina Gladys
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2011
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/105360
Acceso en línea:http://hdl.handle.net/11336/105360
Access Level:acceso abierto
Palabra clave:THIADIAZOLINES
PINENE
VERBENONE
CYCLOBUTANE
X- RAY ANALYSIS
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descripción
Sumario:The synthesis of chiral cyclobutane 1,3,4-thiadiazoline derivatives starting from (-)alfa pinene and (-)verbenone was studied. The diastereoisomeric excesses of the products obtained depended strongly upon the starting chiral ketone. The stereochemical assignments of the synthesized compounds were performed by NMR spectroscopy, X-ray analysis, and theoretical calculations.