Tetrahedron Letters p. 6319 - 6322 (1997)
Update date:2022-07-29
Topics:
Brocchini, Stephen J.
Lawton, Richard G.
The site of Michael addition of β-hetero atom substituted thiols (such as mercaptoethanol) to unsubstituted 2, 4-dienone and 2, 4, 6-trienones is at the terminal (ω) position. This site preference is transferred to the β site when the addition is accomplished using Ti+4 complexation. These β site addition products rapidly rearrange to the ω position on base treatment.
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