title: Enantioselective Total Synthesis of (+)-Lysergol: A Formal anti-Carbopalladation/Heck Cascade as the Key Step.
abstract: The enantioselective synthesis of (+)-lysergol was completed in 12 steps and an overall yield of 13% starting from a known literature precursor. The key step relies on a domino reaction containing a formal anti-carbopalladation, which is terminated by a β-silyl-directed Heck reaction. During this transformation, the two six-membered rings of the ergot scaffold are formed in a completely stereospecific manner.
authors.affiliation: Institut für Organische Chemie and ‡Institut für Anorganische und Analytische Chemie, Technische Universität Braunschweig , Hagenring 30, 38106 Braunschweig, Germany.
authors.forename: Bastian
authors.initials: B
authors.lastname: Milde
authors.affiliation: Institut für Organische Chemie and ‡Institut für Anorganische und Analytische Chemie, Technische Universität Braunschweig , Hagenring 30, 38106 Braunschweig, Germany.
authors.forename: Martin
authors.initials: M
authors.lastname: Pawliczek
authors.affiliation: Institut für Organische Chemie and ‡Institut für Anorganische und Analytische Chemie, Technische Universität Braunschweig , Hagenring 30, 38106 Braunschweig, Germany.
authors.forename: Peter G
authors.initials: PG
authors.lastname: Jones
authors.affiliation: Institut für Organische Chemie and ‡Institut für Anorganische und Analytische Chemie, Technische Universität Braunschweig , Hagenring 30, 38106 Braunschweig, Germany.
authors.forename: Daniel B
authors.identifier: 0000-0002-3973-2212
authors.initials: DB
authors.lastname: Werz