Diastereoselective, Lewis acid-mediated Diels–Alder reactions of allenoic acid derivatives and 1,3-cyclopentadienes-Reference-Cited by-同舟云学术

Diastereoselective, Lewis acid-mediated Diels–Alder reactions of allenoic acid derivatives and 1,3-cyclopentadienes

Published:2023 Issue:21 Volume:21 Page:4422-4428
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Harvey Freya M.¹^ORCID,Heidecker Alexandra H.¹,Merten Christian²^ORCID,Bach Thorsten¹^ORCID

Affiliation:

1. Technische Universität München, School of Natural Sciences, Department of Chemistry and Catalysis Research Center, Lichtenbergstrasse 4, 85747 Garching, Germany

2. Organische Chemie II, Fakultät für Chemie und Biochemie, Ruhr-Universität Bochum, Universitätsstraße 150, 44801 Bochum, Germany

Abstract

The stereoselectivity of the title reaction is governed by the substitution pattern within the allene substrate and by the choice of Lewis acid catalyst allowing a facile access to bicyclo[2.2.1]heptenes with an exocyclic double bond.

Funder

Deutsche Forschungsgemeinschaft

ReSoLVE Center of Excellence

Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/OB/D3OB00598D

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