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Total synthesis of (+)-ambuic acid has been accomplished from the readily available stereocontrolled Diels-Alder adduct of cyclopentadiene and iodo-1,4-benzoquinone monoketal through an efficient series of steps. A new method for the highly commendable synthesis of α-brominated Diels-Alder adduct is described.


Sun Hee Jung, Geum-Sook Hwang, Sung Il Lee, Do Hyun Ryu. Total synthsis of (+)-ambuic acid: α-bromination with 1,2-dibromotetrachloroethane. The Journal of organic chemistry. 2012 Mar 2;77(5):2513-8

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PMID: 22280015

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