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^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

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.

Original language	English
Pages (from-to)	469-473
Number of pages	5
Journal	Organic Letters
Volume	23
Issue number	2
DOIs	https://doi.org/10.1021/acs.orglett.0c03990
State	Published - 15 Jan 2021

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title = "Asymmetric Total Synthesis of PD-116740",

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

U2 - 10.1021/acs.orglett.0c03990

DO - 10.1021/acs.orglett.0c03990

M3 - 文章

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SN - 1523-7060

VL - 23

SP - 469

EP - 473

JO - Organic Letters

JF - Organic Letters

IS - 2

ER -

Asymmetric Total Synthesis of PD-116740

Abstract

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