title: NIS-PPh3: a selective reagent for the spiroannulation of o-allyl phenols. Total synthesis of corallidictyal D.
abstract: Treatment of o-allyl phenols with catalytic NIS-PPh3 affords the corresponding spirodihydrobenzofuran derivatives in high yield with high regio- and total stereoselectivity under mild conditions. These results were utilized to achieve the first total synthesis of the protein kinase C inhibitor corallidictyal D starting from α-ionone.
authors.affiliation: Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Granada , 18071 Granada, Spain.
authors.forename: M José
authors.initials: MJ
authors.lastname: Cano
authors.forename: Hanane
authors.initials: H
authors.lastname: Bouanou
authors.forename: Rubén
authors.initials: R
authors.lastname: Tapia
authors.forename: Esteban
authors.initials: E
authors.lastname: Alvarez
authors.forename: Ramón
authors.initials: R
authors.lastname: Alvarez-Manzaneda
authors.forename: Rachid
authors.initials: R
authors.lastname: Chahboun
authors.forename: Enrique
authors.initials: E
authors.lastname: Alvarez-Manzaneda
mesh_terms: D007202:Indicators and Reagents / Q000737:chemistry*; D008968:Molecular Conformation; D010636:Phenols / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013388:Succinimides / Q000737:chemistry*
chemical_list: D007202:Indicators and Reagents; D010636:Phenols; D010720:Phosphines; D012717:Sesquiterpenes; D013141:Spiro Compounds; D013388:Succinimides; C586604:corallidictyal D; C008155:N-iodosuccinimide