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Transformation of tazettine to pretazettine.

1980; Pharmaceutical Society of Japan; Volume: 28; Issue: 10 Linguagem: Inglês

10.1248/cpb.28.2924

1347-5223

Shigeru Kobayashi, Masaru Kihara, Tetsuro Shingu, Keiji Shingū,

Cancer therapeutics and mechanisms

Pretazettine (1), which shows antileukemic activity, was obtained by conversion of tazettine (2) to 3-epitazettadiol (3) [whose structure was confirmed by its cyclization to deoxypretazettine (4)], followed by manganese dioxide oxidation of 3. The transformation of 2 to 1 confirmed the stereochemistry of pretazettine (1).