Preparation of 5-hydroxy-1-alkenyboronates from 1-alkynylboronates, Cp2ZrCl2/2EtMgBr, and aldehydes |
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| Authors: | Aziz Quntar Abed Al Srebnik Morris |
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| Affiliation: | Department of Natural Products and Medicinal Chemistry, School of Pharmacy, Hebrew University in Jerusalem, Jerusalem 91120, Israel. |
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| Abstract: | 1-Alkynylboronates form five-membered zirconacycles with Cp(2)ZrCl(2)/2-EtMgBr as indicated by deuterium labeling. The zirconacycles add aldehydes to form seven-membered zirconacycles. Hydrolysis of the latter provides 5-hydroxy-1-alkenylboronates in fair to good isolated yields. Both aliphatic and aromatic aldehydes undergo insertion. |
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