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J Org Chem. 2009 Mar 20;74(6):2592-3. doi: 10.1021/jo900045k.

Expeditious construction of (+)-mintlactone via intramolecular hetero-Pauson-Khand reaction.

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  • 1Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China 200032.

Abstract

(+)-Mintlactone, a bicyclic monoterpene natural product, has been efficiently assembled from (-)-citronellol in three steps. The synthesis features nitrous acid-induced formal isopropylidene "demethanation" and the molybdenum-mediated intramolecular hetero-Pauson-Khand reaction.

PMID:
19228032
[PubMed - indexed for MEDLINE]
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