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One-pot four-component synthesis of tetrahydrofuran derivatives involving an alkyne, an ethylene and two aldehydes via CuCl-mediated reactions of oxazirconacyclopentenes with aldehydes

✍ Scribed by Changjia Zhao; Jiang Lu; Jun Yan; Zhenfeng Xi

Book ID: 104254317
Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 369 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(03)01741-6

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✦ Synopsis

In the presence of 1 equiv. of CuCl, the reaction of zirconacyclopentenes with 2 equiv. of aldehydes from -78°C to room temperature afforded tetrahydrofuran derivatives in good isolated yields upon hydrolysis with aqueous 3N HCl; oxazirconacycloheptenes, generated in situ from zirconacyclopentenes with one aldehyde, was found to be the reactive intermediate.

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