A concise and scalable strategy for the total synthesis of dictyodendrin B based on sequential C–H functionalization

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Authors
Pitts, Andrew K
O'Hara, Fionn
Snell, Robert H
  Gaunt, Matthew
Publication Date
2015-02-23
Journal Title
Angewandte Chemie International Edition
ISSN
1433-7851
Publisher
Wiley
Volume
54
Pages
5451-5455
Language
English
Type
Article
Metadata
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Citation
Pitts, A. K., O'Hara, F., Snell, R. H., & Gaunt, M. (2015). A concise and scalable strategy for the total synthesis of dictyodendrin B based on sequential C–H functionalization. Angewandte Chemie International Edition, 54 5451-5455. https://doi.org/10.1002/anie.201500067
Abstract
A sequential C-H functionalization strategy for the synthesis of the marine alkaloid dictyodendrin B is reported. Our synthesis begins from commercially available 4-bromoindole and involves six direct functionalizations around the heteroarene core as part of a gram-scale strategy towards the natural product.
Keywords
C-H functionalization, flow chemistry, metal catalysis, natural products, total synthesis
Sponsorship
We are grateful to AstraZeneca, Pfizer, and EPSRC (A.K.P., F.O. and R.H.S.) and the ERC and EPSRC for fellowships (M.J.G.).
Funder references
EPSRC (EP/I00548X/1)
Identifiers
External DOI: https://doi.org/10.1002/anie.201500067
This record's URL: https://www.repository.cam.ac.uk/handle/1810/248954

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