Imperial College London
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Professor Philip J. Parsons

Faculty of Natural Sciences, Department of Chemistry

Senior Research Investigator
 
 
 
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Contact

 

p.parsons

 
 
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Location

 

110EMolecular Sciences Research HubWhite City Campus

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Summary

 

Publications

Citation

BibTex format

@article{Patel:2021:10.1002/ejoc.202001487,
author = {Patel, C and Mies, T and White, AJP and Parsons, PJ and Barrett, AGM},
doi = {10.1002/ejoc.202001487},
journal = {European Journal of Organic Chemistry},
pages = {1258--1265},
title = {Biomimetic syntheses of amorfrutin C and C-5 substituted amorfrutin analogues},
url = {http://dx.doi.org/10.1002/ejoc.202001487},
volume = {2021},
year = {2021}
}
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RIS format (EndNote, RefMan)

TY  - JOUR
AB  - Amorfrutin C, a C-5 prenyl amorfrutin, its allyl analog and an amorfrutin C-5 aldehyde have been synthesized using a biomimetic strategy from non-aromatic precursors. In this approach, a dioxinone derived β,δ-diketo ester underwent a decarboxylative Pd(0) catalyzed prenyl migration to give a β,δ-diketo dioxinone, which readily aromatized giving the amorfrutin core. The introduction of prenyl and allyl moieties at the C-5 position of the scaffold was accomplished using a Claisen rearrangement. Alternatively, iodination, lithium-iodine exchange and trapping with DMF gave the amorfrutin aldehyde and an amorfrutin alcohol when excess n-BuLi was used.
AU  - Patel,C
AU  - Mies,T
AU  - White,AJP
AU  - Parsons,PJ
AU  - Barrett,AGM
DO  - 10.1002/ejoc.202001487
EP  - 1265
PY  - 2021///
SN  - 1099-0690
SP  - 1258
TI  - Biomimetic syntheses of amorfrutin C and C-5 substituted amorfrutin analogues
T2  - European Journal of Organic Chemistry
UR  - http://dx.doi.org/10.1002/ejoc.202001487
UR  - http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000616821500001&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=1ba7043ffcc86c417c072aa74d649202
UR  - https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202001487
UR  - http://hdl.handle.net/10044/1/90522
VL  - 2021
ER  -
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