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Asymmetric Total Synthesis of PD-116740
Chaoying Zheng1, Tao Xie1, Haibing He2
1Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, 3663North Zhongshan Road, Shanghai 200062, China.
Abstract:
A new approach was developed to achieve the asymmetric total synthesis of (+)-PD-116740, an angucyclinone from the actinomycete isolate (WP 4669). A sequence of asymmetric dihydroxylation followed by oxidative cyclization was applied to stereoselectively construct the core trans-9,10-dihydrophenanthrene-9,10-diol B-C-D ring. A new Cu salt Cu(OH)OTf·NMI2 was found to be the best oxidant to induce the oxidative coupling and phenol oxidation.
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