
Tetrahedron Letters p. 3935 - 3936 (1994)
Update date:2022-08-05
Topics:
Strzalko
Seyden-Penne
Wartski
Froment
Corset
A direct evidence of the influence of aggregation state of lithiated penylacetonitrile 1 on the 1,2 versus 1,4 regioselectivity towards benzylideneacetone 2 was established. Progressive addition of hexane to THF solutions raised the aggregates proportion of 1 as evidenced by IR ν(CN) band and led to an increase of 1,4 adduct. Monomers afforded 1,2 addition in pure THF.
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