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2β, 13‐Oxido‐apotrichothecane: Synthese, chemische und physikalische Eigenschaften. Verrucarine und Roridine, 23. Mitteilung
Author(s) -
Schumacher R.,
Gutzwiller J.,
Tamm Ch.
Publication year - 1971
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.19710540740
Subject(s) - chemistry , oxetane , cyclopentane , ring (chemistry) , stereochemistry , epoxy , polymer chemistry , organic chemistry
Starting from the 12,13‐epoxy‐trichothecanes roridin C (trichodermol) ( 1 ), verrucarol ( 15 ) and trichothecolone ( 25 ), the isomeric 2β, 13‐epoxy‐apotrichothecanes 9, 20 and 33 have been synthesized. In these compounds the oxetane group proved to be unexpectedly stable to mineral acids and complex metal hydrides, probably due to its fusion to a cyclopentane ring. The IR. and NMR. spectra of the oxetanes are discussed.