title: Protecting Groups for Thiols Suitable for Suzuki Conditions.
abstract: The thiol group is one of the few groups NOT tolerated by the Suzuki reaction. Therefore, a new protective group, the 2-methoxyisobutyryl group, was developed by tuning the electronic/steric properties of the acyl residue. Other thioesters, such as thioacetate, result in a more or less dominant side reaction, which to date has not been described: sulfur-assisted acylation of boronic acids. The reaction pathway for this new reaction is discussed.
authors.affiliation: Institut für Anorganische und Angewandte Chemie, Universität Hamburg, Martin-Luther-King-Platz 6, 20146 Hamburg, Germany.
authors.initials: B
authors.lastname: Zeysing
authors.initials: C
authors.lastname: Gosch
authors.initials: A
authors.lastname: Terfort