Asymmetric Total Synthesis of PD-116740

Chaoying Zheng; Tao Xie; Haibing He; Shuanhu Gao

doi:10.1021/acs.orglett.0c03990

Asymmetric Total Synthesis of PD-116740

Chaoying Zheng
, Tao Xie
, Haibing He^*
, Shuanhu Gao^*

^*此作品的通讯作者

化学与分子工程学院

East China Normal University

科研成果: 期刊稿件 › 文章 › 同行评审

7 引用（Scopus）

摘要

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.

源语言	英语
页（从-至）	469-473
页数	5
期刊	Organic Letters
卷	23
期	2
DOI	https://doi.org/10.1021/acs.orglett.0c03990
出版状态	已出版 - 15 1月 2021

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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.",

author = "Chaoying Zheng and Tao Xie and Haibing He and Shuanhu Gao",

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AU - Zheng, Chaoying

AU - Xie, Tao

AU - He, Haibing

AU - Gao, Shuanhu

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Y1 - 2021/1/15

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/85099659323

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DO - 10.1021/acs.orglett.0c03990

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SP - 469

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JO - Organic Letters

JF - Organic Letters

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ER -

Asymmetric Total Synthesis of PD-116740

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