6533b7d4fe1ef96bd1261d01

RESEARCH PRODUCT

ChemInform Abstract: Enantioselective Zinc-Mediated Conjugate Addition of Terminal Alkynes to Enones.

Amparo Sanz-marcoGonzalo BlayLuz CardonaJosé R. Pedro

subject

Addition reactionchemistry.chemical_compoundChemistryYield (chemistry)Enantioselective synthesischemistry.chemical_elementGeneral MedicineZincDiethylzincEnantiomerCombinatorial chemistryCatalysisConjugate

description

Zinc 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).

https://doi.org/10.1002/chin.201309063