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Intramolecular Cyclisation of Phenolic Oximes, III.A Synthesis of cis‐cis ‐Aerothionin
Author(s) -
Forrester Alexander R.,
Thomson Ronald H.,
Woo SooOn
Publication year - 1978
Publication title -
justus liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0075-4617
DOI - 10.1002/jlac.197819780108
Subject(s) - chemistry , intramolecular force , pyridine , solvent , medicinal chemistry , nuclear magnetic resonance spectroscopy , sodium , organic chemistry
Cis‐cis ‐aerothionin has been synthesised by oxidative cyclisation of the diphenolic dioxime 4 with 2,4,4,6‐tetrabromocyclohexa‐2,5‐dienone followed by reduction with sodium tetrahydroborate. Certain methyl ethers react with cold pyridine giving misleading results when this solvent is used for 1 H‐NMR spectroscopy.
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