Litcius/Paper detail

Palladium-Catalyzed Asymmetric <i>O</i>-1,5-Addition with Oximes via Hydroximation of Unsaturated Esters

Aijun Han, Qitao Tan, Zhi‐Tao He

2023Organic Letters10 citationsDOI

Abstract

Different from electronically matched 1,4- and 1,6-additions, herein, we disclose an electronically mismatched 1,5-conjugate addition process with oximes as the nucleophiles. By this design, the oxime moieties are readily introduced to the γ-position of the electron-deficient substrates in good yields, excellent regioselectivities, and high enantioselectivities. The corresponding allyl oximes are also conveniently transformed into a series of valuable enantioenriched skeletons.

Topics & Concepts

ChemistryPalladiumConjugateOximeNucleophileCatalysisCombinatorial chemistryOrganic chemistryMathematical analysisMathematicsCatalytic C–H Functionalization MethodsSynthesis of Indole DerivativesAsymmetric Hydrogenation and Catalysis