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Syntheses of salvilenone and related compounds: II. A novel rearrangement of a tetrahydrophenalenone to a naphthopyranone
Author(s) -
Zheng GuoChi
Publication year - 1989
Publication title -
acta chimica sinica english edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 0256-7660
DOI - 10.1002/cjoc.19890070309
Subject(s) - chemistry , hydrobromic acid , aqueous solution , rearrangement reaction , medicinal chemistry , reaction mechanism , organic chemistry , catalysis
The reaction of isopropenyl carbinol ( 2 ) with aqueous hydrobromic acid and hydroiodie acid gave salvilenone ( 1 ) and naphthopyranone ( 3 ) respectively. The reaction mechanism has been investigated. The formation of ( 3 ) was undergone a novel rearrangement of a tetrahydrophenalenone to a naphthopyranone.