Pd(II)-Catalyzed Aminoacetoxylation of Alkenes Via Tether Formation.

ABSTRACT: A Pd-catalyzed method based on the use of a molecular tether is described for olefin difunctionalization. Enabled by an easily introduced trifluoroacetaldehyde-derived tether, a simultaneous introduction of oxygen and nitrogen heteroatoms across unsaturated carbon-carbon bonds was achieved under oxidative conditions, most probably via high-valent Pd intermediates. Good yields and high diastereoselectivity were obtained with aryl-substituted alkenes, whereas nonterminal alkyl-substituted olefins gave aza-Heck products. Tether cleavage under mild conditions provided fast access to functionalized β-amino alcohols.

SUBMITTER: Rossolini T 

PROVIDER: S-EPMC9490825 | biostudies-literature | 2022 Jul

REPOSITORIES: biostudies-literature