Synthesis of alkenyl boronates from allyl-substituted aromatics using an olefin cross-metathesis protocol. - Université de Rennes Accéder directement au contenu
Article Dans Une Revue Journal of Organic Chemistry Année : 2013

Synthesis of alkenyl boronates from allyl-substituted aromatics using an olefin cross-metathesis protocol.

Résumé

An efficient synthesis of 3-aryl-1-propenyl boronates from pinacol vinyl boronic ester and allyl-substituted aromatics by cross metathesis is reported. Although the allylbenzene derivatives are prone to isomerization reaction under metathesis conditions, we found that some ruthenium catalysts are effective for this methodology. This strategy thus provides an interesting alternative approach to alkyne hydroboration, leading to the preparation of unknown compounds. Moreover, the boron substituent can be replaced by various functional groups in good yields.

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Domaines

Chimie organique
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Dates et versions

hal-00861076 , version 1 (11-09-2013)

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Citer

Rémy Hemelaere, François Carreaux, Bertrand Carboni. Synthesis of alkenyl boronates from allyl-substituted aromatics using an olefin cross-metathesis protocol.. Journal of Organic Chemistry, 2013, 78 (13), pp.6786-92. ⟨10.1021/jo400872x⟩. ⟨hal-00861076⟩
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