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Kiyoun Lee, Prof. Dr. Hyoungsu Kim and Prof. Dr. Jiyong Hong N-Heterocyclic Carbene Catalyzed Oxidative Macrolactonization: Total Synthesis of (+)-Dactylolide Angewandte Chemie International Edition 51

Article first published online: 26 APR 2012 | DOI: 10.1002/anie.201201653

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Three key steps constitute the total synthesis of (+)-dactylolide: the 1,6-oxa conjugate addition reaction of a 2,4-dienal for the facile synthesis of the 2,6-cis-2-(4-oxo-2-butenyl)tetrahydropyran subunit, the umpolung alkylation reaction of a cyanohydrin, and the NHC-catalyzed oxidative macrolactonization reaction for the synthesis of the 20-membered macrocyle. NHC=N-heterocyclic carbene.

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