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1 article(s) from Dulong, Florian

Radical zinc-atom-transfer-based carbozincation of haloalkynes with dialkylzincs

Fabrice Chemla,
Florian Dulong,
Franck Ferreira and
Alejandro Pérez-Luna

Beilstein J. Org. Chem. 2013, 9, 236–245, doi:10.3762/bjoc.9.28

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Scheme 1: Anticipated formation of alkylidene zinc carbenoids by reaction of dialkylzincs with β-(propargylox...

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Scheme 2: Preparation of β-(propargyloxy)enoates having pendant haloalkynes. Reagents and conditions: (a) 2 (...

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Scheme 3: Possible reaction pathways to account for the formation of product 5.

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Scheme 4: Test experiments to gain insight into the mechanism of formation of alkylidene zinc intermediate 7.

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Scheme 5: Mechanistic rationale for the reaction of dialkylzincs with β-(propargyloxy)enoate 3a.

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Published 04 Feb 2013

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