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Cyclodimerisation reactions of conjugated dienes with aldehydes—I: Formation of tetrahydropyrans and their 300 MHz 1H NMR spectra

✍ Scribed by A. De Smet; M. Anteunis


Publisher
John Wiley and Sons
Year
1973
Tongue
English
Weight
320 KB
Volume
5
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

The palladium catalysed reaction of butadiene with aldehydes yields 2‐substituted 3,6‐divinyl‐tetrahydropyrans.^1–4^ The reaction has been extended to isoprene and myrcene. With formaldehyde only 2,5‐substituted pyrans have been isolated. The isomeric tetrahydropyrans obtained were fully characterised by ^1^H NMR, and representative 300 MHz spectra are given. Attempts to react aldehydes with 2‐methoxybutadiene were unsuccessful.