Stabilised arylzinc iodide, prepared by direct insertion of zinc into aryl iodides, were used as nucleophiles in the Hayashi Rh-catalysed enantioselective conjugate addition to enones. The reaction conditions were optimized in the addition of phenylzinc iodide to 2-cyclohexen-1-one, obtaining good yields and 99% ee of the addition product. The general applicability of the protocol was checked using different arylzinc iodides and enones. Organometallic reagents endowed with both halogen and electrophilic groups were also successfully used.

Enantioselective conjugate addition of stabilized arylzinc iodide to enones: an improved protocol of the Hayashi reaction

Iuliano, Anna
2020-01-01

Abstract

Stabilised arylzinc iodide, prepared by direct insertion of zinc into aryl iodides, were used as nucleophiles in the Hayashi Rh-catalysed enantioselective conjugate addition to enones. The reaction conditions were optimized in the addition of phenylzinc iodide to 2-cyclohexen-1-one, obtaining good yields and 99% ee of the addition product. The general applicability of the protocol was checked using different arylzinc iodides and enones. Organometallic reagents endowed with both halogen and electrophilic groups were also successfully used.
2020
Casotti, Gianluca; Rositano, Vincenzo; Iuliano, Anna
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/1062060
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