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Abstract

A convenient, novel synthesis of (E)-1-phenyl-1-alkenes based on (Z)-1-bromo-1-alkenylboronate esters will be developed. α-Bromo-
(Z)-1-alkenylboronate esters readily available from literature procedures will undergo a reaction with phenyllithium in tetrahydrofuran to provide the corresponding “ate” complexes. These “ate” complexes will then undergo intramolecular nucleophilic substitution reactions to provide the corresponding (E)-1-alkenylboronate esters containing a phenyl moiety which upon protonolysis with acetic acid will afford the corresponding (E)-1-phenyl-1-alkenes. All (E)-1-phenyl-1-alkenes were characterized by PMR and CMR spectral data successfully. 

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Diastereoselective synthesis (E)-1-Aryl-1-alkenes Boronate

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Copyright (c) 2023 Narayan G. Bhat, Percal Lopez

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Bhat, N. G., & Lopez, P. (2023). Highly Novel Diastereoselective Synthesis of (E)-1-Aryl-1-alkenes. Asian Journal of Organic & Medicinal Chemistry, 8(1), 15–17. https://doi.org/10.14233/ajomc.2023.AJOMC-P27959
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