Enantioselective Zinc‐Mediated Conjugate Addition of Terminal Alkynes to Enones
2012; Wiley; Volume: 18; Issue: 41 Linguagem: Inglês
10.1002/chem.201201765
ISSN1521-3765
AutoresGonzalo Blay, Luz Cardona, José R. Pedro, Amparo Sanz‐Marco,
Tópico(s)Catalytic C–H Functionalization Methods
ResumoZinc for conjugate alkynylation: The enantioselective conjugate addition of terminal alkynes to 2-arylidene-1,3-diketones in the presence of diethylzinc and a catalytic amount of (R)-VANOL has been developed. The reaction can be applied to different aromatic and heteroaromatic alkynes and enones, giving the expected products in good yield and with enantiomeric excesses up to 91%. The products can be enantiomerically enriched up to 99% ee by crystallization (see scheme).
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