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„Push‐pull”︁‐substituierte Allene, VIII. 1,2‐Bismethylencyclobutane und Pyrano‐pyrane: Dimere von unterschiedlich substituierten Donor/Akzeptor‐Allenen
Author(s) -
Saalfrank Rolf W.,
Paul Winfried,
Schierling Peter
Publication year - 1985
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19851180538
Subject(s) - chemistry , allene , substituent , electrocyclic reaction , ring (chemistry) , acceptor , trifluoromethyl , medicinal chemistry , stereochemistry , bicyclic molecule , catalysis , organic chemistry , physics , alkyl , condensed matter physics
Push‐Pull Substituted Allenes, VIII. 1,2‐Bismethylenecyclobutanes and Pyrano‐pyrans: Dimers from Differently Substituted Donor/Acceptor Allenes Depending on the substituents donor/acceptor‐substituted allenes dimerize to give two different classes of compounds: 1,1‐diethoxy‐3,3‐bis(trifluoromethyl)allene ( 4 ) in a [2 + 2]‐cyclodimerization gives 1,2‐bismethylenecyclobutane 5 and 1,1‐diethoxy‐3‐acylallene 13 dimerizes with substituent participation in a hetero Diels‐Alder reaction and subsequent electrocyclic ring closure reaction to give pyrano 14 .