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7,8‐Dihydro‐5(6 H )quinolones. Potential intermediates for the synthesis of pumiliotoxic C
Author(s) -
Bennett Gregory B.,
Minor Harold
Publication year - 1979
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.5570160402
Subject(s) - chemistry , regioselectivity , stereoselectivity , combinatorial chemistry , condensation , stereochemistry , medicinal chemistry , organic chemistry , catalysis , physics , thermodynamics
An approach to Pumiliotoxin C( 1 ) based on stereoselective hydrogenation of the regioselective condensation products of primary and tertiary vinylogous amides, 7,8‐dihydro‐5(6 H )quinolones, is described. The 2‐substituted quinolones fail to undergo complete saturation to the corresponding decahydroquinolines, stopping instead at the hexahydroquinoline oxidation state.