Highly diastereoselective synthesis of 3-methylenetetrahydropyrans by palladium-catalyzed oxa-[4 + 2] cycloaddition of 2-alkenylbenzothiazoles-Reference-Cited by-同舟云学术

Highly diastereoselective synthesis of 3-methylenetetrahydropyrans by palladium-catalyzed oxa-[4 + 2] cycloaddition of 2-alkenylbenzothiazoles

Published:2020 Issue:34 Volume:18 Page:6617-6621
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Song Xiaoxiao¹²³⁴⁵,Xu Lei¹²³⁴⁵,Ni Qijian¹²³⁴⁵^ORCID

Affiliation:

1. College of Chemistry and Materials Science

2. Key Laboratory of Functionalized Molecular Solids

3. Ministry of Education

4. Anhui Laboratory of Molecule-Based Materials

5. Anhui Normal University

Abstract

A highly diastereoselective synthesis of 3-methylenetetrahydropyrans via palladium-catalyzed oxa-[4 + 2] cycloaddition of 2-alkenylbenzothiazoles with allyl carbonates bearing a nucleophilic alcohol side chain is described.

Funder

Natural Science Foundation of Anhui Province

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2020/OB/D0OB01434F

Reference51 articles.

1. Hodgsonox, a New Class of Sesquiterpene from the Liverwort Lepidolaena hodgsoniae. Isolation Directed by Insecticidal Activity

2. SN/SN‘ Competition: Selective Access to New 10-Fluoro Artemisinins

3. Deoxyartemisinin Derivatives from Photooxygenation of Anhydrodeoxydihydroartemisinin and Their Cytotoxic Evaluation

4. Iridoids and sesquiterpenoids of Valeriana stenoptera and their effects on NGF-induced neurite outgrowth in PC12 cells

5. Ruthenium catalysed formation of 2-alkoxy-5-methylenetetrahydropyrans

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