title: Efficient synthesis of tetrasubstituted alkenes by allylsilane-terminated domino-Heck double cyclisation.
abstract: The domino-Heck double cyclisation of the arylbromides 1, which contain an allylsilane and an alkyne moiety and are easily accessible by an addition of the corresponding lithiated alkynes 5 to the aldehydes 4, leads to the tetrasubstituted alkenes 2 and 3 in good yield. The reaction produces exclusively compounds with an E double bond and additionally proceeds with good to excellent induced diastereoselectivity in the case of 1e and 1f. Irradiation of 2e leads to a steady state equilibrium of the E and Z compounds in a 1:1 ratio.
authors.affiliation: Institut für Organische Chemie der Georg-August-Universität Göttingen, Germany. ltietze@gwdg.de
authors.forename: Lutz F
authors.initials: LF
authors.lastname: Tietze
authors.forename: Klaus
authors.initials: K
authors.lastname: Kahle
authors.forename: Thomas
authors.initials: T
authors.lastname: Raschke