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A highly stereoselective synthesis of (Z)-β-iodovinyl ketone has been achieved with the tandem formation of C C and C I bonds in a three-component reaction. This new catalysis utilizes MgI 2 as a Lewis acid as well as an iodine source for a Michael-type addition. α,β-Acetylenic ketone is initially converted to an active β-iodo allenolate intermediate and then can be attacked by a variety...
An efficient one-pot, three-component coupling reaction for the synthesis of β-iodo-α-(hydroxyalkyl) acrylates has been developed. As the iodine source as well as the Lewis acid mediator, diethyl aluminium iodide undergoes a Michael-type addition with methyl propynoate to form an active β-iodo allenolate intermediate, which in turn attacks various aldehydes or ketones to afford β-iodo Baylis-Hillman...
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