What question did this study set out to answer?

The aim is to synthesize cyclohexanes with three contiguous stereocenters through a palladium-catalyzed cycloaddition.

May 3, 2026European Journal of Organic Chemistry0 citations

Synthesizing Multisubstituted Cyclohexanes via Palladium‐Catalyzed 4+2 Cycloaddition

JMJiajun MoSouthwest University XLXuyang LiSouthwest University JPJie PengSouthwest University

Key Points

The aim is to synthesize cyclohexanes with three contiguous stereocenters through a palladium-catalyzed cycloaddition.
The reaction combines methylene-δ-valerolactones with trisubstituted olefins using palladium as a catalyst.
Chiral ligands are employed to generate chiral adducts under mild conditions.
The reaction produces cyclohexanes with good yields and moderate enantioselectivity.
Broad substrate scope indicates versatility in the reaction.

Abstract

Cyclohexanes bearing three contiguous stereocenters, two of which are all‐carbon quaternary centrers, are synthesized via palladium‐catalyzed 4+2 cycloaddition between methylene‐δ‐valerolactones and electron‐deficient trisubstituted olefins. The reaction proceeds under mild conditions and exhibits broad substrate scope. Preliminary studies using chiral ligands afforded the corresponding chiral adduct in good yield and moderate enantioselectivity.

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