Issue 6, 2022
From the journal:

Organic Chemistry Frontiers

Asymmetric synthesis of tricyclic 6,5,5-fused polycycles by the desymmetric Pauson–Khand reaction†

Qi Teng,‡a   Dong Chen,‡a   Chen-Ho Tung ORCID logo a  and  Zhenghu Xu ORCID logo *abc  

* Corresponding authors

a Key Lab of Colloid and Interface Chemistry of Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, No. 27 South Shanda Road, Jinan, Shandong 250100, China
E-mail: xuzh@sdu.edu.cn

b State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, PR China

c Key Laboratory of Precise Synthesis of Functional Molecules of Zhejiang Province, School of Science, Westlake University, 18 Shilongshan Road, Hangzhou 310024, Zhejiang Province, China

Abstract

A new rhodium(I)–BINAP-catalyzed enantioselective desymmetric Pauson–Khand (PK) reaction of prochiral 1,6-enynes with CO has been developed. Diverse tricyclic 6,5,5-fused bowl type polycycles with three continuous chiral centers were synthesized in one step with a single diastereomer and extremely high enantioselectivities.

Graphical abstract: Asymmetric synthesis of tricyclic 6,5,5-fused polycycles by the desymmetric Pauson–Khand reaction

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Article information

DOI
https://doi.org/10.1039/D1QO01878G
Article type
Research Article
Submitted
18 Dec 2021
Accepted
30 Jan 2022
First published
05 Feb 2022

Org. Chem. Front., 2022,9, 1680-1685

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Asymmetric synthesis of tricyclic 6,5,5-fused polycycles by the desymmetric Pauson–Khand reaction

Q. Teng, D. Chen, C. Tung and Z. Xu, Org. Chem. Front., 2022, 9, 1680 DOI: 10.1039/D1QO01878G

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