title: Dialkoxycarbenes in (4 + 1) Cycloadditions: Application to the Synthesis of Carotol.
abstract: Dialkoxycarbenes are more reactive than NHCs and participate in many reactions including a formal (4 + 1) cycloaddition with electron-deficient dienes. We have learned to control the relative stereochemistry of the newly created chiral carbons in this process and now report that, combined with a chiral auxiliary, it has been used successfully in a short and efficient synthesis of the sesquiterpene carotol.
authors.affiliation: Université de Sherbrooke , Département de Chimie, 2500 Boul. Université, Sherbrooke, QC J1K 2R1, Canada.
authors.forename: Machhindra
authors.initials: M
authors.lastname: Gund
authors.affiliation: Université de Sherbrooke , Département de Chimie, 2500 Boul. Université, Sherbrooke, QC J1K 2R1, Canada.
authors.forename: Martin
authors.initials: M
authors.lastname: Déry
authors.affiliation: Université de Sherbrooke , Département de Chimie, 2500 Boul. Université, Sherbrooke, QC J1K 2R1, Canada.
authors.forename: Valérie
authors.initials: V
authors.lastname: Amzallag
authors.affiliation: Université de Sherbrooke , Département de Chimie, 2500 Boul. Université, Sherbrooke, QC J1K 2R1, Canada.
authors.forename: Claude
authors.initials: C
authors.lastname: Spino