Synthesis of (-)-elemoxide, a commercially important fragrance compound

Tetrahedron Letters(2018)

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摘要
•An efficient four steps synthesis of a fragrant sesquiterpene oxide is reported.•Regioselective epoxidation with m-CPBA.•Regioselective epoxide ring opening with lithium aluminium hydride.•Regioselective intramolecular hydroxy attack on unactivated alkene using iodine.•Identified key intermediate which solves the problem of complex mixture formation.
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关键词
Regioselective reaction,Iodine-silane catalyses,Oxymercuration –demercuration,Elemoxide,Natural product
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