Enantioselective “clip-cycle” synthesis of di-, tri- and spiro-substituted tetrahydropyrans-Reference-Cited by-同舟云学术

Enantioselective “clip-cycle” synthesis of di-, tri- and spiro-substituted tetrahydropyrans

Published:2022 Issue:6 Volume:20 Page:1181-1185
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Alomari Khadra¹²,Sai Pavan Chakravarthy N.¹,Duchadeau Bastien¹,Ermanis Kristaps³^ORCID,Clarke Paul A.¹^ORCID

Affiliation:

1. Department of Chemistry, University of York, Heslington, York, North Yorks, YO10 5DD, UK

2. Department of Chemistry, Faculty of Science, Jazan University, Saudi Arabia

3. Centre for Molecular Informatics, Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK

Abstract

ω-Unsaturated alcohols were “clipped” via alkene metathesis to a thioester activating group, which was followed by a chiral phosphoric acid catalyzed intramolecular oxa-Michael cyclization to yield tetrahydropyrans with excellent enantioselectivity.

Funder

Jazan University

Erasmus+

Leverhulme Trust

Isaac Newton Trust

Engineering and Physical Sciences Research Council

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/OB/D2OB00023G

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