Forwards and backwards – synthesis of Laurencia natural products using a biomimetic and retrobiomimetic strategy incorporating structural reassignment of laurefurenynes C

Forwards and backwards – synthesis of Laurencia natural products using a biomimetic and retrobiomimetic strategy incorporating structural reassignment of laurefurenynes C–F

Published:2020 Issue:42 Volume:11 Page:11592-11600
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Chan Hau Sun Sam¹²³⁴⁵^ORCID,Thompson Amber L.¹²³⁴⁵^ORCID,Christensen Kirsten E.¹²³⁴⁵,Burton Jonathan W.¹²³⁴⁵^ORCID

Affiliation:

1. Department of Chemistry

2. Chemistry Research Laboratory

3. University of Oxford

4. Oxford OX1 3TA

5. UK

Abstract

The synthesis and structural reassignment of laurefurenynes C–F has been achieved, with the new structures fitting with a proposed biosynthesis. Also reported is the synthesis of ent-laurencin and ent-deacetyllaurencin via a retrobiomimetic approach.

Funder

Croucher Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2020/SC/D0SC04120C

Reference97 articles.

1. Laurencin, a constituent from species

2. Laurencin, a constituent of Laurencia glandulifera Kützing

3. Laurencia natural products. Part I. Crystal structure and absolute stereochemistry of laurencin

4. Halogenated Organic Molecules of Rhodomelaceae Origin: Chemistry and Biology

Cited by 4 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Altogether changed, and yet the same;Nature Chemistry;2023-10-31

2. Naturally Occurring Organohalogen Compounds—A Comprehensive Review;Progress in the Chemistry of Organic Natural Products;2023

3. Total Synthesis and Structure Confirmation of (E) and (Z)-Ocellenyne;Organic Letters;2022-12-12

4. Marine natural products;Natural Product Reports;2022