Substrate-directed regioselective alkene functionalizations of (E)-ß,γ-unsaturated carboxylic acids.
Chem Commun (Camb)
; 60(80): 11339-11342, 2024 Oct 03.
Article
em En
| MEDLINE
| ID: mdl-39301691
ABSTRACT
A carboxylate-directed regioselective Heck-type alkenylation and alkenylative lactonization of (E)-ß,γ-unsaturated carboxylic acids by simply substrate control is reported. (E)- and (Z)-alkenyl bromides reacted to give energetically more favorable palladacyles, allowing access to fully stereocontrolled conjugated 1,3-dienes and alkenyled γ-lactones. Mechanistic studies suggest that excellent regioselectivity may be strongly influenced by the steric factors of reactants involved in the palladacycle intermediates.
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MEDLINE
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En
Ano de publicação:
2024
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Article