Abstract
Lithium aluminium hydride or sodium
borohydride reduced 1-thiaflavanone, 6-methyl-1-thiaflavanone,
and 4'-chloro-1-thiaflavanone to the corresponding
2,4-cis-1-thiaflavan-4-ols. Deamination of 2,4-cis-4-amino-1-thiaflavans with nitrous acid gave rise to the 2,4-trans-1-thiaflavan-4-ols. N.m.r.
measurements were used to determine the stereochemistry of these compounds.
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