Synthesis of 2-chromanone-fused [3.2.0] bicycles through a phosphine-mediated tandem [3 + 2] cyclization/intramolecular Wittig reaction-Reference-Cited by-同舟云学术

Synthesis of 2-chromanone-fused [3.2.0] bicycles through a phosphine-mediated tandem [3 + 2] cyclization/intramolecular Wittig reaction

Published:2021 Issue:22 Volume:8 Page:6323-6329
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Fu Junfeng¹,Tsapy Takia Ingrid Rakielle¹,Chen Peng¹,Liu Wei¹,Jiang Chengjun¹,Yao Weijun²^ORCID,Zeng Xiaofei³^ORCID,Wang Yongjiang¹,Han Xiaoyu¹^ORCID

Affiliation:

1. School of Biological and Chemical Engineering, Zhejiang University of Science & Technology, Liuhe Road 318, Hangzhou, 310023, P. R. China

2. Department of Chemistry, Zhejiang Sci-Tech University, Hangzhou, 310018, P. R. China

3. College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, 311121, P. R. China

Abstract

A phosphine-mediated tandem [3 + 2] cyclization/intramolecular Wittig reaction of alkynone is described. 2-Chromanone-fused bicyclo[3.2.0]heptenones were synthesized in moderate to high yields with remarkably high regio- and diastereoselectivities.

Funder

Natural Science Foundation of Zhejiang Province

Zhejiang University of Science and Technology

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/QO/D1QO01013A

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1. New and Unusual Sesquiterpenes: Kelsoene, Prespatane, Epi-γ-gurjunene, and T-Cadinthiol, from the Tropical Marine Sponge Cymbastela hooperi

2. Au(I)-Catalyzed Efficient Synthesis of Functionalized Bicyclo[3.2.0]heptanes

3. Enantioselective total synthesis of the novel tricyclic sesquiterpene (−)-sulcatine G. Absolute configuration of the natural product

4. Colchicine: An Ancient Drug with Multiple Benefits

5. A Non-Photochemical Approach to the Bicyclo[3.2.0]heptane Core of Bielschowskysin

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