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New ochtodane syntheses from myrcene
Authors:Yukio Masaki  Kinji Hashimoto  Kazuhiko sakuma  Kenji Kaji
Affiliation:Gifu College of Pharmacy, 5-6-1 Mitahori Higashi, Gifu 502, Japan
Abstract:
The ochtodane skeleton is formed stereoselectively from myrcene via acid-catalyzed cyclization of the benzenesulfenyl chloride adduct and that epoxide in a biogenetic type fashion. Its application to the syntheses of two ochtodane-type monoterpenes, an aldehyde component of the boll weevil pheromone and a diol found in the red alga Ochtodescrockeri, is reported.
Keywords:
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