Dr. Richard C. D. Brown Publications

2010

Spurr, I. B.; Brown, R. C. D., Total Synthesis of Annonaceous Acetogenins Belonging to the Non-Adjacent Bis-THF and Non-Adjacent THF-THP Sub-Classes. Molecules 2010, 15, 460-501.

2009

Brown, L. J.; Ma, N. C.; Bouvet, D. R.; Champion, S. M.; Gibson, A. M. R.; Hu, Y.; Jackson, A.; Khan, I.; Millot, N.; Topley, A. C.; Wadsworth, H.; Wynn, D.; Brown, R. C. D., Synthesis of the positron-emitting radiotracer [18F]-2-fluoro-2-deoxy-d-glucose from resin-bound perfluoroalkylsulfonates. Org. Biomol. Chem. 2009, 7, 564-575.

Bhunnoo, R. A.; Hobbs, H.; Lainé, D. I.; Light, M. E.; Brown, R. C. D., Synthesis of the non-adjacent bis-THF core of cis-sylvaticin using a double oxidative cyclisation. Org. Biomol. Chem. 2009, 7, 1017-1024.

Morris, C. L.; Hu, Y. L.; Head, G. D.; Brown, L. J.; Whittingham, W. G.; Brown, R. C. D., Oxidative cyclization reactions of trienes and dienynes: total synthesis of membrarollin. J. Org. Chem. 2009, 74, 981-988. Featured Article

Ghani, S. B. A.; Chapman, J. M.; Figadere, B.; Herniman, J. M.; Langley, G. J.; Niemann, S.; Brown, R. C. D., Total synthesis and stereochemical assignment of cis-uvariamicin I and cis-reticulatacin. J. Org. Chem. 2009, 74, 6924-6928. Featured Article

Gansmuller, A.; Concistre, M.; McLean, N.; Johannessen, O. G.; Marin-Montesinos, I.; Bovee-Geurts, P. H. M.; Verdegem, P.; Lugtenburg, J.; Brown, R. C. D.; DeGrip, W. J.; Levitt, M. H., Towards an interpretation of C-13 chemical shifts in bathorhodopsin, a functional intermediate of a G-protein coupled receptor. Biochim. Biophys. Acta-Biomembr. 2009, 1788, 1350-1357.

Concistre, M.; Gansmuller, A.; McLean, N.; Johannessen, O. G.; Montesinos, I. M.; Bovee-Geurts, P. H. M.; Brown, R. C. D.; DeGrip, W. J.; Levitt, M. H., Light penetration and photoisomerization in rhodopsin studied by numerical simulations and double-quantum solid-state NMR spectroscopy. J. Am. Chem. Soc. 2009, 131, 6133-6140.

 2008

Concistre, M.; Gansmuller, A.; McLean, N.; Johannessen, O. G.; Montesinos, I. M.; Bovee-Geurts, P. H. M.; Verdegem, P.; Lugtenburg, J.; Brown, R. C. D.; DeGrip, W. J.; Levitt, M. H., Double-quantum C-13 nuclear magnetic resonance of bathorhodopsin, the first photointermediate in mammalian vision. J. Am. Chem. Soc. 2008, 130, 10490-10491.

Brown, L. J.; Spurr, I. B.; Kemp, S. C.; Camp, N. P.; Gibson, K. R.; Brown, R. C. D., Total Synthesis of cis-Sylvaticin. Org. Lett. 2008, 10, 2489-2492.

Ghani, S. B. A.; Weaver, L.; Zidan, Z. H.; Ali, H. M.; Keevil, C. W.; Brown, R. C. D. Microwave assisted synthesis and antimicrobial activities of flavonoid derivatives. Bioorg. Med. Chem. Lett. 2008, 18, 518-522.

2007

Brown, L. J.; Bouvet, D. R.; Champion, S. M.; Gibson, A. M. R.; Hu, Y. J., A.; Khan, I.; Ma, N.; Millot, N.; Wadsworth, H.; Brown, R. C. D. A solid-phase route to 18F-labeled tracers, exemplified by the synthesis of [18F]-2-fluoro-2-deoxy-D-glucose. Angew. Chem.-Int. Edit. 2007, 46, 941-944.
Meloni, M. M.; White, P. D.; Armour, D.; Brown, R. C. D. Synthesis and applications of tert-alkoxysiloxane linkers in solid-phase chemistry. Tetrahedron 2007, 63, 299-311.
Satcharoen, V.; McLean, N. J.; Kemp, S. C.; Camp, N. P.; Brown, R. C. D. Stereocontrolled Synthesis of (–)-Galanthamine. Org. Lett. 2007, 9, 1867-1869.
Pileico, G.; Concistrè, M.; McLean, N. J.; Gansmüller, A.; Brown, R. C. D.; Levitt, M. H. Analytical theory of ?-encoded double-quantum recoupling sequences in solid-state nuclear magnetic resonance. J. Magn. Reson. 2007, 186, 65-74.
Dixon, S.; Brown, R. C. D.; Gale, P. A. A biaryl cross-coupling strategy for functionalisation of benzocrown ethers. Chem. Commun. 2007, 3565-3567.
Weber, M.; Knoy, C.; Kindscher, K.; Brown, R. C. D.; Niemann, S.; Chapman, J. Identification of medicinally active compounds in prairie plants by HPLC coupled to electron impact-mass spectrometry. Am. Lab. 2007, 39, 9-11.


2006

Hu, Y. L.; Cecil, A. R. L.; Frank, X.; Gleye, C.; Figadere, B.; Brown, R. C. D. Natural cis-solamin is a mixture of two tetra-epimeric diastereoisomers: biosynthetic implications for Annonaceous acetogenins. Org. Biomol. Chem. 2006, 4, 1217-1219.
McLean, N. J.; Brown, R. C. D.; Levitt, M. H. Stereoselective Synthesis of 13C2-11Z-Retinal. J. Mex. Chem. Soc. 2006, special issue 1, 50, 239.
Brown, R. C. D.; Satcharoen, V. Ring-Closing Metathesis of Heteroatom-Substituted Dienes. Heterocycles 2006, 70, 705-736.
Lai, W. C.; McLean, N.; Gansmuller, A.; Verhoeven, M. A.; Antonioli, G. C.; Carravetta, M.; Duma, L.; Bovee-Geurts, P. H. M.; Johannessen, O. G.; de Groot, H. J. M.; Lugtenburg, J.; Emsley, L.; Brown, S. P.; Brown, R. C. D.; DeGrip, W. J.; Levitt, M. H. Accurate measurements of C-13-C-13 J-couplings in the rhodopsin chromophore by double-quantum solid-state NMR spectroscopy. J. Am. Chem. Soc. 2006, 128, 3878-3879.

2005

Wilson, R. A.; Chan, L.; Wood, R.; Brown, R. C. D. Synthesis and derivatisation of a novel spiro[1-benzofuran-2,4'-piperidin]-3-one scaffold. Org. Biomol. Chem., 2005, 3, 3228-3235.
Hu, Y. L.; Brown, R. C. D. A metal-oxo mediated approach to the synthesis of 21,22-diepi-membrarollin. Chem. Commun. 2005, 5636-5637.
Brown, R. C. D., Developments in furan syntheses. Angew. Chem.-Int. Edit. 2005. 44, 850-852.

2004

Salim, S. S.; Bellingham, R. K.; Brown, R. C. D. One-pot ring-closing metathesis alkene cross metathesis reactions of sulfamide-linked enynes. Eur. J. Org. Chem. 2004, 800-806.
Swain, N.A.; Brown, R. C. D.; Bruton, G. A versatile stereoselective synthesis of endo,exo-furofuranones: application to the enantioselective synthesis of furofuran lignans. J. Org. Chem. 2004, 69, 122-129.
Cecil, A. R. L.; Hu, Y.; Vicent, M. J.; Duncan, R.; Brown, R. C. D. Total synthesis and preliminary biological evaluation of cis- solamin isomers. J. Org. Chem. 2004, 69, 3368-3374.
Cecil, A. R. L.; Brown, R. C. D. Stereoselective synthesis of cis-2,6-bis-hydroxyalkyl-tetrahydropyrans by the permanganate promoted oxidative cyclisation of 1,6-dienes. Tetrahedron Lett. 2004, 7269-7271.
Head, G. D.; Whittingham,W. G.; Brown, R. C. D. Synthesis of membranacin. Synlett 2004, 1437-1439.
Moriggi, J. D.; Brown, L. J. Castro, J. L.; Brown, R. C. D. Ring-closing metathesis: development of a cyclisation-cleavage strategy for the solid-phase synthesis of cyclic sulfonamides. Org. Biomol. Chem. 2004, 2, 835-844.
Skerry, P. S.; Swain, N. A.; Harrowven, D. C.; Smyth, D.; Bruton, G.; Brown, R. C. D. Intramolecular C-H insertions adjacent to sulfur for the diastereoselective synthesis of thienofuranones. Chem. Commun. 2004, 1772-1773.
Brown, R. C. D.; Swain, N. A. Synthesis of furofuran lignans. Synthesis, 2004, 811-827.

2003

Brown, R. C. D.; Fisher, M. L.; Brown, L. J. Solid-phase synthesis of 4-methylene pyrrolidines and allylic amines using palladium-activated allylic linkers. Org. Biomol. Chem. 2003, 1, 2699-2709.
Salim, S. S.; Bellingham, R. K.; Satcharoen, V.; Brown, R. C. D. Synthesis of heterocyclic and carbocyclic fluoro-olefins by ring-closing metathesis. Org. Lett. 2003, 5, 3403-3406.
Gibson, A. M. R.; Bouvet, D.; Brown, G.; Brown, R.; Champion, S.M.; Devenish, A.; Hu, Y.; Jackson, A.; Khan, I.; Ma, N.; Millot, N.; Wadsworth, H. The radiosynthesis of [2-18F] fluorodeoxyglucose using a resin bound precursor. J. Label. Compd. Radiopharm. 2003, 46, S151.

2002

Brown, R. C. D.; Bataille, C. J.; Hughes, R. M.; Kenney, A.; Luker, T. J. Permanganate oxidation of 1,5,9-trienes: Stereoselective synthesis of tetrahydrofuran-containing fragments. J. Org. Chem. 2002, 67, 8079-8085.
Bhunnoo, R. A.; Hu, Y. L.; Laine, D. I.; Brown, R. C. D. An asymmetric phase-transfer dihydroxylation reaction. Angew. Chem. Int. Ed. 2002, 41, 3479-3480.
Meloni, M. M.; Brown, R. C. D.; White, P. W.; Armour, D., Novel silyl linkers for solid-phase synthesis. Tetrahedron Lett. 2002, 43, 6023-6026.
Cecil, A. R. L.; Brown, R. C. D. Synthesis of cis-solamin using a permanganate-mediated oxidative cyclization. Org. Lett. 2002, 4, 3715-3718.
Swain, N. A.; Brown, R. C. D.; Bruton, G. An efficient synthesis of endo,exo-furofuranone derivatives. Chem. Commun. 2002, 2042-2043.

2001

Brown, R. C. D.; Bataille, C. J.; Bataille, C. J. R.; Bruton, G.; Hinks, J. D.; Swain, N. A. C-H insertion approach to the synthesis of endo,exo- furofuranones: Synthesis of (+/-)-asarinin, (+/-)-epimagnolin A, and (+/-)-fargesin. J. Org. Chem. 2001, 66, 6719-6728.
Brown, R. C. D.; Bataille, C. J. R.; Hinks, J. D. Total synthesis of (+/-)-epimagnolin A. Tetrahedron Lett. 2001, 42, 473-475.
Brown, R. C. D.; Keily, J. F. Asymmetric permanganate-promoted oxidative cyclization of 1,5- dienes by using chiral phase-transfer catalysis. Angew. Chem. Int. Ed. 2001, 40, 4496-4498.
Burkett, B. A.; Brown, R. C. D.; Meloni, M. M. A simple colorimetric test for the detection of polymer- supported tertiary alcohols. Tetrahedron Lett. 2001, 42, 5773-5775.
Fisher, M.; Brown, R. C. D. Palladium-catalysed nucleophilic release of allylic amines from a phenolic resin. Tetrahedron Lett. 2001, 42, 8227-8230.

 Book Chapters

Brown, R. C. D.; Kocienski, P. J., The synthesis of salinomycin. Special Publication - Royal Society of Chemistry: UK, 1997; Vol. 198; pp 42-60. (ISSN 0260-6291).

Brown, R.C.D. Polyols, including carbohydrates. In Science of Synthesis; Thomas, E.J., Editor Georg Thieme Verlag: Stuttgart - New York, 2007; Vol. 36; pp 799-845.

 Patents

Gibson, A. M.; Brown, L. J.; Brown, R. C. D., Solid-phase preparation of 18F-labelled amino acids. WO 2004/056725 A1.

Brown, L. J.; Brown, R. C. D.; Wadsworth, H. J.; Jackson, A., Production of 2-18F-2-deoxy-D-Glucose via Solid-Phase synthesis. WO 2005/012319 A1.