title: Stereodivergent total synthesis of Δ9-tetrahydrocannabinols.
abstract: All four stereoisomers of Δ(9)-tetrahydrocannabinol (Δ(9)-THC) were synthesized in concise fashion using stereodivergent dual catalysis. Thus, following identical synthetic sequences and applying identical reaction conditions to the same set of starting materials, selective access to the four stereoisomers of THC was achieved in five steps.
authors.affiliation: Laboratorium für Organische Chemie, Eidgenössische Technische Hochschule Zürich, HCI H335, Vladimir-Prelog-Weg 3, Zürich (Switzerland) http://www.carreira.ethz.ch.
authors.forename: Michael A
authors.initials: MA
authors.lastname: Schafroth
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Zuccarello
authors.forename: Simon
authors.initials: S
authors.lastname: Krautwald
authors.forename: David
authors.initials: D
authors.lastname: Sarlah
authors.forename: Erick M
authors.initials: EM
authors.lastname: Carreira
mesh_terms: D013759:Dronabinol / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D013759:Dronabinol
keywords: dual catalysis; stereodivergent synthesis; tetrahydrocannabinol; total synthesis