Synthesis of the C50 diastereomers of the C33–C51 fragment of stambomycin D-Reference-Cited by-同舟云学术

Synthesis of the C50 diastereomers of the C33–C51 fragment of stambomycin D

Published:2022 Issue:2 Volume:9 Page:445-449
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Wang Yongchen¹,Chintalapudi Venkaiah¹,Gudmundsson Haraldur G.¹,Challis Gregory L.²³^ORCID,Anderson Edward A.¹^ORCID

Affiliation:

1. Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK

2. Department of Chemistry and Warwick Integrative Synthetic Biology Centre, University of Warwick, Coventry, CV4 7AL, UK

3. Department of Biochemistry and Molecular Biology and ARC Centre of Excellence for Innovations in Peptide and Protein Science, Biomedicine Discovery Institute, Monash University, Clayton, Victoria 3800, Australia

Abstract

The preparation of two C50 diastereomers of the C33–C51 region of stambomycin D is described. In addition to excellent correlation with the natural product, this synthesis establishes conditions for eventual global deprotection.

Funder

H2020 Marie Skłodowska-Curie Actions

Engineering and Physical Sciences Research Council

Leverhulme Trust

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/QO/D1QO01635K

Reference44 articles.

1. Identification of a bioactive 51-membered macrolide complex by activation of a silent polyketide synthase in Streptomyces ambofaciens

2. The evolution of genome mining in microbes – a review

3. Discovery of microbial natural products by activation of silent biosynthetic gene clusters

4. Recent advances in genome-based polyketide discovery

5. Stereocontrol within polyketide assembly lines