A concise and scalable strategy for the total synthesis of dictyodendrin B based on sequential C-H functionalization.
Change log
Authors
Pitts, Andrew K
O'Hara, Fionn
Snell, Robert H
Gaunt, Matthew J
Abstract
A sequential CH 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.
Description
Keywords
CH functionalization, flow chemistry, metal catalysis, natural products, total synthesis, Carbazoles, Chemistry Techniques, Synthetic, Hydrogen Bonding, Indoles, Molecular Structure, Pyrroles
Journal Title
Angew Chem Int Ed Engl
Conference Name
Journal ISSN
1433-7851
1521-3773
1521-3773
Volume Title
54
Publisher
Wiley
Publisher DOI
Sponsorship
Engineering and Physical Sciences Research Council (EP/I00548X/1)
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.).