Asymmetric Total Synthesis of PD-116740

Asymmetric Total Synthesis of PD-116740

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 -9,10-dihydrophenanthrene-...

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Veröffentlicht in:Organic letters 2021-01, Vol.23 (2), p.469-473
Hauptverfasser: Zheng, Chaoying, Xie, Tao, He, Haibing, Gao, Shuanhu
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container_title Organic letters
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creator Zheng, Chaoying
Xie, Tao
He, Haibing
Gao, Shuanhu
description 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 -9,10-dihydrophenanthrene-9,10-diol B-C-D ring. A new Cu salt Cu(OH)OTf·NMI was found to be the best oxidant to induce the oxidative coupling and phenol oxidation.
doi_str_mv 10.1021/acs.orglett.0c03990
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title Asymmetric Total Synthesis of PD-116740
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