Abstract

AbstractThe glucosylated monoterpenoids (–)‐rhodioloside A and (–)‐rhodioloside D from the roseroot (Rhodiola rosea) have been synthesized for the first time. Glucosylation with tetrapivaloylglucosyl bromide proved superior to the use of tetraacetylglucosyl bromide or glucosyl iodides. Acid‐catalyzed cyclization of a homoglycidol‐type geraniol derivative afforded the monoterpenoid tetrahydrofuran (+)‐sachalinol C from Rhodiola sachalinensis. The absolute configuration of (+)‐sachalinol C requires revision. (–)‐Sachalinol A and (–)‐sachalinol B were also obtained.

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