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Totalsynthese und absolute Konfiguration von natürlichem Multifloramin
Author(s) -
Brossi A.,
O'Brien J.,
Teitel S.
Publication year - 1969
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.19690520316
Subject(s) - chemistry , absolute configuration , stereochemistry , enantiomer
The diphenol 1 was resolved into its antipodes and their absolute configuration was established. The levorotatory isomer R ‐(−)‐ 1 was oxidized to the dienone R ‐(−)‐ 6 , which was rearranged to afford natural (−)‐multifloramine ( R ‐(−)‐ 7 ), thus establishing that the latter has the R ‐configuration. By the same reaction sequences, the enantiomeric diphenol S ‐(+)‐ 1 was transformed to provide (+)‐multifloramine ( S ‐(+)‐ 7 ) of the S ‐configuration.
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