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Article
Peer Reviewed

Catalytic Enantioselective Allylations of Acetylenic Aldehydes via 2‑Propanol-Mediated Reductive Coupling

Brito, Gilmar A;
Della-Felice, Franco;
Luo, Guoshun;
Burns, Alexander S;
Pilli, Ronaldo A;
Rychnovsky, Scott D;
Krische, Michael J

UC Irvine Previously Published Works (2018)

Cyclometalated π-allyliridium C,O-benzoates modified by ( S)-SEGPHOS or ( S)-Cl,OMe-BIPHEP catalyze enantioselective 2-propanol-mediated reductive couplings of diverse nonmetallic allyl pronucleophiles with the acetylenic aldehyde TIPSC≡CCHO. Absolute stereochemistries of the resulting secondary homoallylic-propargylic alcohols were assigned using Rychnovsky's competing enantioselective conversion method.

Cover page: Catalytic Enantioselective Allylations of Acetylenic Aldehydes via 2‑Propanol-Mediated Reductive Coupling