title: Stereodivergent Dual Catalytic α-Allylation of Protected α-Amino- and α-Hydroxyacetaldehydes.
abstract: Fully stereodivergent dual-catalytic α-allylation of protected α-amino- and α-hydroxyacetaldehydes is achieved through iridium- and amine-catalyzed substitution of racemic allylic alcohols with chiral enamines generated in situ. The operationally simple method furnishes useful aldehyde building blocks in good yields, more than 99% ee, and with d.r. values greater than 20:1 in some cases. Additionally, the γ,δ-unsaturated products can be further functionalized in a stereodivergent fashion with high selectivity and with preservation of stereochemical integrity at the Cα  position.
authors.affiliation: Laboratorium für Organische Chemie, HCI H335, Eidgenössische Technische Hochschule Zürich, Vladimir-Prelog-Weg 3, 8093 Zürich (Switzerland).
authors.forename: Tobias
authors.initials: T
authors.lastname: Sandmeier
authors.affiliation: Laboratorium für Organische Chemie, HCI H335, Eidgenössische Technische Hochschule Zürich, Vladimir-Prelog-Weg 3, 8093 Zürich (Switzerland).
authors.forename: Simon
authors.initials: S
authors.lastname: Krautwald
authors.affiliation: Laboratorium für Organische Chemie, HCI H335, Eidgenössische Technische Hochschule Zürich, Vladimir-Prelog-Weg 3, 8093 Zürich (Switzerland).
authors.forename: Hannes F
authors.initials: HF
authors.lastname: Zipfel
authors.affiliation: Laboratorium für Organische Chemie, HCI H335, Eidgenössische Technische Hochschule Zürich, Vladimir-Prelog-Weg 3, 8093 Zürich (Switzerland). carreira@org.chem.ethz.ch.
authors.forename: Erick M
authors.initials: EM
authors.lastname: Carreira
keywords: aldehydes; amine catalysis; dual catalysis; iridium; stereodivergence