Copper catalyzed coupling reactions

Organic compounds -- part of the class 532-570 series – Organic compounds – Heavy metal containing

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556 28, 556 53, 540 1, C07F 108

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054059810

ABSTRACT:
A general method for sequential addition of two substituents to an .alpha.,.beta.-unsaturated ketone (enone), involving 1,4-conjugate addition of a desired substituent group to the enone to form an intermediate enolate, followed by electrophilic trapping of the enolate, wherein catalytic amounts of copper are employed in combination with another organometallic compound to effect the conjugate addition via a reactive cuprate reagent and yet provide an intermediate enolate species based on the other organometallic compound which is amenable to trapping by a suitable electrophile. Pursuant to this method, a true three-component coupling reaction can be effected starting from an alkyne, an enone, and an electrophile.

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