The seriatim Cu(I) activation of 1,1,1′,1′-tetrapinacolborylethane to prospective ring closing

The synthesis and characterization of 1,1,1′1′-tetrapinacolborylethane is conducted to study the functionalization of that densely borylated small molecules through Cu-catalyzed coupling with allyl halides. A second Cu-catalyzed allylic alkylation of the homoallyl triboronate products gave access to...

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Bibliographic Details
Main Authors: Sara González, Dario Del Carratore, Ricardo J. Maza, Elena Fernández
Format: Article
Language:English
Published: Elsevier 2023-12-01
Series:Tetrahedron Chem
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Online Access:http://www.sciencedirect.com/science/article/pii/S2666951X23000116
Description
Summary:The synthesis and characterization of 1,1,1′1′-tetrapinacolborylethane is conducted to study the functionalization of that densely borylated small molecules through Cu-catalyzed coupling with allyl halides. A second Cu-catalyzed allylic alkylation of the homoallyl triboronate products gave access to mixed dihomoallyl diboronates. The intramolecular concatenated allylic alkylation version produced methylenecyclopentane-1,2-dipinacolboronic ester with 2:1 diastereoselection on the trans-diastereoisomer.
ISSN:2666-951X