Concise Total Synthesis of Salimabromide

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期刊论文

作者：

Lu, Hai-Hua;Gan, Kang-Ji;Ni, Fu-Qiang;Zhang, Zhihan;Zhu, Yao

通讯作者：

Hai-Hua Lu

作者机构：

[Ni, Fu-Qiang; Lu, Hai-Hua; Zhu, Yao; Gan, Kang-Ji] Westlake Univ, Sch Sci, Dept Chem, Key Lab Precise Synth Funct Mol Zhejiang Prov, Hangzhou 310030, Peoples R China.

[Ni, Fu-Qiang; Lu, Hai-Hua; Zhu, Yao; Gan, Kang-Ji] Westlake Univ, Res Ctr Ind Future, Hangzhou 310030, Peoples R China.

[Ni, Fu-Qiang; Lu, Hai-Hua; Zhu, Yao; Gan, Kang-Ji] Westlake Inst Adv Study, Inst Nat Sci, Hangzhou, Peoples R China.

[Gan, Kang-Ji] Zhejiang Univ, Dept Chem, Hangzhou 310058, Peoples R China.

[Zhang, Zhihan] Cent China Normal Univ, Coll Chem, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol,Minist Educ, Wuhan 430079, Hubei, Peoples R China.

通讯机构：

[Hai-Hua Lu] K

Key Laboratory of Precise Synthesis of Functional Molecules of Zhejiang Province, Department of Chemistry, School of Science and Research Center for Industries of the Future, Westlake University, 600 Dunyu Road, Hangzhou 310030, China<&wdkj&>Institute of Natural Sciences, Westlake Institute for Advanced Study, 18 Shilongshan Road, Hangzhou 310024, China

语种：

英文

期刊：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

ISSN：

0002-7863

年：

2022

卷：

144

期：

页码：

18778-18783

DOI：

10.1021/jacs.2c08337

基金类别：

National Natural Science Foundation of China; Natural Science Foundation of Zhejiang Province; [22271236]; [LXZ22B020001]

机构署名：

本校为其他机构

院系归属：

化学学院

摘要：

We achieved a concise total synthesis of salimabromide by using a novel intramolecular radical cyclization to simultaneously construct the unique benzo-fused [4.3.1] carbon skeleton and the vicinal quaternary stereocenters. Other notable transformations include a tandem Michael/Mukaiyama aldol reaction to introduce most of the molecule's structural elements, along with hidden information for late-stage transformations, an intriguing tandem oxidative cyclization of a diene to form the bridged butyrolactone and enone moieties spontaneously, and a highly enantioselective hydrogenation of a cycloh...

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