Synthesis of the AB ring system of clifednamide utilizing Claisen rearrangement and Diels–Alder reaction as key steps-Reference-Cited by-同舟云学术

Synthesis of the AB ring system of clifednamide utilizing Claisen rearrangement and Diels–Alder reaction as key steps

Published:2016 Issue:3 Volume:14 Page:884-894
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Loke Inga¹²³⁴,Bentzinger Guillaume¹²³⁴,Holz Julia¹²³⁴,Raja Aruna⁵⁶⁷⁴,Bhasin Aman⁵⁶⁷⁴,Sasse Florenz⁵⁶⁷⁴,Köhn Andreas⁸²³⁴,Schobert Rainer⁹¹⁰¹¹⁴,Laschat Sabine¹²³⁴

Affiliation:

1. Institut für Organische Chemie

2. Universität Stuttgart

3. D-70569 Stuttgart

4. Germany

5. Abteilung Chemische Biologie

6. Helmholtz-Zentrum für Infektionsforschung

7. D-38124 Braunschweig

8. Institut für Theoretische Chemie

9. Lehrstuhl für Organische Chemie

10. Universität Bayreuth

11. D-95447 Bayreuth

Abstract

A synthesis to the functionalized AB ring system of clifednamide, member of macrocyclic tetramic acid lactams, was developed involving an Ireland–Claisen rearrangement and an intramolecular Diels–Alder reaction.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2016/OB/C5OB01491C

Reference42 articles.

1. Tetramic and tetronic acids: An update on new derivatives and biological aspects

2. Naturally Occurring Tetramic Acids: Structure, Isolation, and Synthesis

3. Advances in Tetramic Acid Chemistry

4. A NEW ANTIBIOTIC, IKARUGAMYCIN

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