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Silberioneninduzierte Reaktion von 3‐Chlor‐2‐pyrrolidinocyclohexen mit 1,3‐Dienen. Vorläufige Mitteilung
Author(s) -
Schmid Rudolf,
Schmid Hans
Publication year - 1974
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19740570642
Subject(s) - chemistry , tetrafluoroborate , iminium , methylene , bicyclic molecule , chloride , medicinal chemistry , hydrolysis , tricyclic , organic chemistry , ion , ionic liquid , catalysis
3‐Chloro‐2‐pyrrolidinocyclohexene ( 3 ) in the presence of silver tetrafluoroborate in methylene chloride at −60° underwent cycloadditions with various 1,3‐dienes; the resulting iminium tetrafluoroborate salts 4a–8a were hydrolysed to give the bicyclic and tricyclic ketones 4b–8b . The addition reactions can be regarded as [3+4]‐cycloadditions of an intermediate 2‐aminoallyl cation.