Synergistic Catalysis for Stereodivergent Synthesis of trans- and cis-Skipped Dienes

Abstract

Catalytic, stereoselective synthesis of skipped dienes is an important topic in organic synthesis. Summarized here are the transition-metal-catalyzed stereoselective approaches and a new, photoinduced stereodivergent strategy reported by our group recently. Our strategy utilizes a synergistic photoredox/nickel protocol to enable the cross-electrophile coupling of allylic carbonates and vinyl triflates to construct 1,4-dienes, the stereoselectivity of which was tuned by the triplet energy (E _T) photocatalysts employed, offering a convenient and stereodivergent solution to (E)- and (Z)-1,4-dienes from one set of substrates.

Key words

1,4-diene - stereodivergent - cross-electrophile coupling - photoredox catalysis - nickel catalysis

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