title: Semisynthesis of macrocarpal C and analogues by selective dehydration of macrocarpal A or B.
abstract: Macrocarpals A and C are structurally related compounds that have been extracted from different Eucalyptus species. Although macrocarpal C is of biological interest, its isolation in pure form is difficult to achieve. We report herein an efficient method for the semisynthesis of macrocarpal C by selective exo-dehydration of another member of the macrocarpal family, macrocarpal A. We also report the semisynthesis of three new macrocarpal structures derived from either macrocarpal A or B.
authors.affiliation: CEA, iBiTecS, Service de Chimie Bioorganique et de Marquage , 91191 Gif-sur-Yvette, France.
authors.forename: Julien
authors.initials: J
authors.lastname: Alliot
authors.forename: Edmond
authors.initials: E
authors.lastname: Gravel
authors.forename: Laurent
authors.initials: L
authors.lastname: Larquetoux
authors.forename: Marc
authors.initials: M
authors.lastname: Nicolas
authors.forename: Eric
authors.initials: E
authors.lastname: Doris
mesh_terms: D005052:Eucalyptus / Q000737:chemistry; D015394:Molecular Structure; D010696:Phloroglucinol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D012717:Sesquiterpenes; C518771:macrocarpal A; C518773:macrocarpal C; D010696:Phloroglucinol