Nickel-Catalyzed Reductive Allylation of Aldehydes with Allyl Acetates

Abstract

Carbonyl allylation reactions constitute an important step in the formation of carbon–carbon reactions, and involve various related reactions that chiefly use allylmetal reagents. This report presents a nickel-catalyzed carbonyl allylation reaction using allyl acetate, which produces homoallyl alcohols in moderate to good yields, as an efficient methodology under reductive coupling conditions.

Investigating Oxidative Addition Mechanisms of Allylic Electrophiles with Low-Valent Ni/Co Catalysts Using Electroanalytical and Data Science Techniques

“…Similar trends were observed for Ni­( Me BPy)­Br 2 -catalyzed reactions (see the Supporting Information, Section 12). In both entries 2 and 3, the newly formed bond was at the more substituted carbon, consistent with several previous reports on reductive Co/Ni-catalyzed allylation reactions. − ,, …”

Photoinduced Platinum-Catalyzed Reductive Allylation of α-Diketones with Allylic Carbonates

“…Such reactions would not require allylic metal compounds, which are often unstable and must be prepared in advance of the synthesis. Conventional reductive allylation reactions catalyzed by transition metals utilize either metals or labile organic compounds as reductants (Figure a) . However, recent progress in the development of photoinduced transition metal catalysis has enabled the use of stable, readily available amines as reductants (Figure b).…”