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Cyclodimerisation reactions of conjugated dienes with aldehydes—I: Formation of tetrahydropyrans and their 300 MHz 1 H NMR spectra
Author(s) -
De Smet A.,
Anteunis M.
Publication year - 1973
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270051208
Subject(s) - isoprene , conjugated system , formaldehyde , chemistry , nmr spectra database , prins reaction , polymer chemistry , medicinal chemistry , organic chemistry , spectral line , catalysis , copolymer , physics , polymer , astronomy
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.