Journal of the Chinese Chemical Society p. 595 - 600 (1999)
Update date:2022-08-04
Topics:
Xing, Yacheng
First total synthesis of (±)-13-hydroxyneocembrene (1), starting from 6-methyl-5-hepten-2-one (6) and geraniol (7), is described. The key steps are (i) the addition of sulfur-stabilized carbanion 12 to aldehyde 9, (ii) the synthesis of 18 by using phase-transfer catalyzed coupling reaction, and (iii) low-valent titanium-induced intramolecular coupling of oxo aldehyde 3 to afford the target molecule after the final deprotection.
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