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Pyridoannelation of hindered ketones via their nitrogen derivatives. Synthesis of 5,6,7,8‐tetrahydro‐8,9,9‐trimethyl‐5,8‐methanoquinolines from (+)‐camphor
Author(s) -
Chelucci Giorgio,
Delogu Giovanna,
Gladiali Serafino,
Soccolini Francesco
Publication year - 1986
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570230528
Subject(s) - chemistry , camphor , nitrogen , bicyclic molecule , transformation (genetics) , organic chemistry , medicinal chemistry , stereochemistry , biochemistry , gene
The transformation of (+)‐camphor into (+)‐8,9,9‐trimethyl‐ and (+)‐2,8,9,9‐tetramethyl‐5,6,7,8‐tetrahydroquinolines 1 and 2 has been accomplished by three different procedures based on the elaboration of imino or enamino intermediates. The values of the rotatory powers for both the compounds are reported.