
Tetrahedron Letters p. 203 - 206 (1994)
Update date:2022-08-05
Topics:
Ahn, Yoonmo
Cohen, Theodore
The presence of CeCl3 greatly increases the yield of ketones in the reaction of organolithiums with lithium carboxylates. The CE(III) suppresses the enolization of the lithium carboxylate, previously unrecognized as a competing reaction except in special cases, and the formation of tertiary alcohols. One of the reasons for the latter effect is a surprising increase in the rate of addition of the organometallic to the lithium carboxylate in the presence of Ce(III).
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