Synthesis of alkenyl boronates from allyl-substituted aromatics using an olefin cross-metathesis protocol. - Archive ouverte HAL Access content directly
Journal Articles Journal of Organic Chemistry Year : 2013

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

Abstract

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.

Keywords

Not file

Dates and versions

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

Identifiers

Cite

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⟩
59 View
0 Download

Altmetric

Share

Gmail Facebook Twitter LinkedIn More