Total synthesis of (±)-patchouli alcohol and (±)-seychellene via a common homoisotwistane intermediate
1979; Elsevier BV; Volume: 35; Issue: 3 Linguagem: Inglês
10.1016/0040-4020(79)80064-2
ISSN1464-5416
AutoresKiyoyuki Yamada, Yoshinori Kyotani, Shunichi Manabe, Mitsuaki Suzuki,
Tópico(s)Natural product bioactivities and synthesis
ResumoBase-catalyzed cyclization of a conjugated cyclohexenone derivative 16 afforded in a single step a homoisotwistane derivative 17, which was converted to a ketone 22. Both (±)-patchouli alcohol 1 and (±)-seychellene 2 were synthesized using reactions at the bridgehead position (C-7) of a bicyclo[3.3.1]nonan-2-one system contained in 22.
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