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Mechanistic study demonstrates palladium-catalyzed decarboxylative coupling between acetylides and allyl electrophiles, highlighting an eco-friendly alternative to toxic tin reagents.
A palladium-catalyzed 1,4-enyne synthesis was developed based the decarboxylative coupling of acetylides with allyl electrophiles. Stereochemical studies have implicated palladium-allyl-acetylides as intermediates. Thus, decarboxylative metalation was established as an environmentally benign alternative to transmetalation from alkynyl tin reagents.
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Rayabarapu et al. (2005) studied this question.
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