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“Isolated” Olefinic Double Bonds as 2π‐Components in [8 + 2]‐Cycloadditions
Author(s) -
Riediker Martin,
Graf Walter
Publication year - 1981
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198104811
Subject(s) - deprotonation , double bond , ring (chemistry) , chemistry , inverse , medicinal chemistry , stereochemistry , organic chemistry , philosophy , ion , linguistics
Diels‐Alder reactions with inverse electron demand open up many interesting possibilities. Thus the heterocyclic 8π electron system (1) reacts with cyclo‐hexene to give the tricycles (2) , which form pyridyl‐substituted aldehydes or ketones on deprotonation with ring opening.