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Journal articleWebber MJ, Weston M, Grainger DM, et al., 2011,
An Ireland-Claisen Rearrangement/Lactonisation Cascade as a Key Step in Studies Towards the Synthesis of (-)-Euonyminol
, SYNLETT, Pages: 2693-2696, ISSN: 0936-5214- Author Web Link
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- Citations: 6
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Journal articleCarr JL, Sejberg JJP, Saab F, et al., 2011,
Synthesis of the C19 methyl ether of aspercyclide A via germyl-Stille macrocyclisation and ELISA evaluation of both enantiomers following optical resolution.
, Org Biomol Chem, Vol: 9, Pages: 6814-6824Aspercyclide A (1) is a biaryl ether containing 11-membered macrocyclic natural product antagonist of the human IgE-FcεRI protein-protein interaction (PPI); a key interaction in the signal transduction pathway for allergic disorders such as asthma. Herein we report a novel approach to the synthesis of the C19 methyl ether of aspercyclide A, employing a Pd(0)-catalysed, fluorous-tagged alkenylgermane/arylbromide macrocyclisation (germyl-Stille reaction) as the key step, and evaluation of both enantiomers of this compound via ELISA following optical resolution by CSP-HPLC. A crystal structure for germyl hydride 27 is also reported.
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Journal articleTseng C-C, Li M, Mo B, et al., 2011,
Stereocontrolled Formation of Styrenes by Pd(0)-catalyzed Cross-coupling of Photoactivated (E)-Alkenylgermanes with Aryl Bromides
, CHEMISTRY LETTERS, Vol: 40, Pages: 995-997, ISSN: 0366-7022- Author Web Link
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- Citations: 7
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PatentSpivey AC, Aboagye E, Pisaneschi F, et al., 2011,
Quinoline Derivaties used as PET Imaging Agents
, WO/2011/077095There is provided compounds of formula (I), wherein R1, R2, X1, X2, and X3 have meanings given in the description, and pharmaceutically-acceptable salts thereof, which compounds are useful as positron emission tomography (PET) imaging agents, useful in the treatment of diseases in which inhibition of epidermal growth factor receptor tyrosine kinase activity or the inhibition of HER2 activity is desired and/or required, and useful in the treatment of cancer.
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Journal articleThiruchelvam PTR, Lai C-F, Hua H, et al., 2011,
The liver receptor homolog-1 regulates estrogen receptor expression in breast cancer cells
, BREAST CANCER RESEARCH AND TREATMENT, Vol: 127, Pages: 385-396, ISSN: 0167-6806- Author Web Link
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- Citations: 56
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Journal articlePaddock VL, Phipps RJ, Conde-Angulo A, et al., 2011,
(+/-)-trans,cis-4-Hydroxy-5,6-di-O-isopropylidenecyclohex-2-ene-1-one: Synthesis and Facile Dimerization to Decahydrodibenzofurans
, JOURNAL OF ORGANIC CHEMISTRY, Vol: 76, Pages: 1483-1486, ISSN: 0022-3263- Author Web Link
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- Citations: 18
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Journal articlePisaneschi F, Sejberg JJP, Blain C, et al., 2011,
2-Substituted-2,3-dihydro-1H-quinolin-4-ones via Acid-Catalyzed Tandem Rupe Rearrangement-Donnelly-Farrell Ring Closure of 2-(3 '-Hydroxypropynyl)anilines
, SYNLETT, Pages: 241-244, ISSN: 0936-5214- Author Web Link
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- Citations: 19
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Journal articleHaning H, Giro-Manas C, Paddock VL, et al., 2011,
Total synthesis of the Amaryllidaceae alkaloid clivonine
, ORGANIC & BIOMOLECULAR CHEMISTRY, Vol: 9, Pages: 2809-2820, ISSN: 1477-0520- Author Web Link
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- Citations: 15
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Journal articleArseniyadis S, Mahesh M, McDaid P, et al., 2011,
STUDIES TOWARDS THE N-ACYLATIVE KINETIC RESOLUTION OF NOBIN
, COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, Vol: 76, Pages: 1239-1253, ISSN: 0010-0765- Author Web Link
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- Citations: 16
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Journal articlePisaneschi F, Nguyen Q-D, Shamsaei E, et al., 2010,
Development of a new epidermal growth factor receptor positron emission tomography imaging agent based on the 3-cyanoquinoline core: Synthesis and biological evaluation
, BIOORGANIC & MEDICINAL CHEMISTRY, Vol: 18, Pages: 6634-6645, ISSN: 0968-0896- Author Web Link
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- Citations: 45
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Journal articleManas CG, Paddock VL, Bochet CG, et al., 2010,
Total Synthesis of the Lycorenine-Type Amaryllidaceae Alkaloid (+/-)-Clivonine via a Biomimetic Ring-Switch from a Lycorine-Type Progenitor
, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, Vol: 132, Pages: 5176-5178, ISSN: 0002-7863- Author Web Link
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- Citations: 14
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Journal articleSpivey AC, Laraia L, Bayly AR, et al., 2010,
Stereoselective Synthesis of cis- and trans-2,3-Disubstituted Tetrahydrofurans via Oxonium-Prins Cyclization: Access to the Cordigol Ring System
, ORGANIC LETTERS, Vol: 12, Pages: 900-903, ISSN: 1523-7060- Author Web Link
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- Citations: 67
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Journal articleCarr JL, Offermann DA, Holdom MD, et al., 2010,
Total synthesis of (+/-)-aspercyclide A and its C19 methyl ether
, CHEMICAL COMMUNICATIONS, Vol: 46, Pages: 1824-1826, ISSN: 1359-7345- Author Web Link
- Open Access Link
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- Citations: 22
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Journal articleSpivey AC, Tseng C-C, 2010,
A METHOD FOR PARALLEL SOLID-PHASE SYNTHESIS OF IODINATED ANALOGS OF THE CANNABINOID RECEPTOR TYPE I (CB1) INVERSE AGONIST RIMONABANT
, METHODS IN ENZYMOLOGY, VOLUME 485: CONSTITUTIVE ACTIVITY IN RECEPTORS AND OTHER PROTEINS, PART B, Vol: 485, Pages: 499-525, ISSN: 0076-6879 -
Journal articleSpivey AC, Arseniyadis S, 2010,
Amine, alcohol and phosphine catalysts for acyl transfer reactions.
, Top Curr Chem, Vol: 291, Pages: 233-280, ISSN: 0340-1022An overview of the area of organocatalytic asymmetric acyl transfer processes is presented including O- and N-acylation. The material has been ordered according to the structural class of catalyst employed rather than reaction type with the intention to draw mechanistic parallels between the manner in which the various reactions are accelerated by the catalysts and the concepts employed to control transfer of chiral information from the catalyst to the substrates.
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Journal articleSpivey AC, Tseng C-C, 2010,
A method for parallel solid-phase synthesis of iodinated analogs of the cannabinoid receptor type I (CB₁) inverse agonist rimonabant.
, Methods Enzymol, Vol: 485, Pages: 499-525Rimonabant (acomplia) is a 1,5-diarylpyrazole derivative that acts as a type 1 cannabinoid receptor (CB₁) inverse agonist. Here, we overview the role of this type of molecule in regulation of these receptors and their potential as starting points for the development of molecular probes to image the central nervous system (CNS). We then describe a novel protocol for the solid-phase parallel chemical synthesis of iodinated rimonabant analogs using germanium-functionalized, cross-linked polystyrene as the solid-support (or "resin"). The method allows for rapid derivatization at the key C-3 position of rimonabant from a common resin-bound precursor. The desired iodinated analogs are then obtained by ipso-iododegermylative cleavage from the resin using sodium iodide/N-chlorosuccinimide (NCS) in a fashion that ought to be readily adapted to the rapid preparation of isotopically labeled iodine derivatives for molecular imaging of CNS activity by positron emission tomography (PET, using ¹²⁴I) and single photon emission computerized tomography (SPECT, using (¹²³I) techniques. Toward this goal, we also show that the NCS-derived succinimide by-product that is released from the resin concomitantly with the potential imaging probe molecules can be readily and selectively removed by treatment of the crude soluble product mixture with a solid-supported hydrazide scavenger resin.
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Journal articleSpivey AC, Diaper CM, 2009,
Silicon and Germanium Linker Units
, Pages: 467-504- Cite
- Citations: 1
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Journal articleSpivey AC, Tseng C-C, Jones TC, et al., 2009,
A Method for Parallel Solid-Phase Synthesis of Iodinated Analogues of the CB1 Receptor Inverse Agonist Rimonabant
, ORGANIC LETTERS, Vol: 11, Pages: 4760-4763, ISSN: 1523-7060- Author Web Link
- Open Access Link
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- Citations: 11
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Journal articleWebber MJ, Spivey AC, 2009,
Supporting Saytzeff
, NATURE CHEMISTRY, Vol: 1, Pages: 435-436, ISSN: 1755-4330- Author Web Link
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- Citations: 1
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Journal articleTseng C-C, Mo B, Spivey AC, 2009,
NOVEL PROTOCOL FOR SOLID PHASE SYNTHESIS OF RADIO-IODINATED LIGANDS FOR IMAGING OF CANNABINOID RECEPTORS IN THE BRAIN
, JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, Vol: 52, Pages: 219-220, ISSN: 0362-4803 -
Journal articleSpivey AC, 2009,
Work Hard, Play Hard - A Work Ethic Forged in the Group Oppolzer
, CHIMIA, Vol: 63, Pages: 864-866, ISSN: 0009-4293- Author Web Link
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- Citations: 2
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Journal articleSpivey AC, Arseniyadis S, 2009,
Amine, Alcohol and Phosphine Catalysts for Acyl Transfer Reactions
, ASYMMETRIC ORGANOCATALYSIS, Vol: 291, Pages: 233-280, ISSN: 0340-1022- Author Web Link
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- Citations: 66
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Journal articleSpivey AC, Martin LJ, Tseng C-C, et al., 2008,
A strategy for isotope containment during radiosynthesis-devolatilisation of bromobenzene by fluorous-tagging-Ir-catalysed borylation en route to the 4-phenylpiperidine pharmacophore
, ORGANIC & BIOMOLECULAR CHEMISTRY, Vol: 6, Pages: 4093-4095, ISSN: 1477-0520- Author Web Link
- Open Access Link
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- Citations: 5
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Journal articleSpivey AC, Shukla L, Hayler JF, 2007,
Conjugate addition of 2- and 4-pyridylcuprates: An expeditious asymmetric synthesis of natural (-)-evoninic acid
, ORGANIC LETTERS, Vol: 9, Pages: 891-894, ISSN: 1523-7060- Author Web Link
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- Citations: 34
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Journal articleTurner DJ, Anemian R, Mackie PR, et al., 2007,
Towards a general solid phase approach for the iterative synthesis of conjugated oligomers using a germanium based linker - first solid phase synthesis of an oligo-(triarylamine)
, ORGANIC & BIOMOLECULAR CHEMISTRY, Vol: 5, Pages: 1752-1763, ISSN: 1477-0520- Author Web Link
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- Citations: 22
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Journal articleSpivey AC, Tseng C-C, Hannah JP, et al., 2007,
Light-fluorous safety-catch arylgermanes - exceptionally robust, photochemically activated precursors for biaryl synthesis by Pd(0) catalysed cross-coupling
, CHEMICAL COMMUNICATIONS, Pages: 2926-2928, ISSN: 1359-7345- Author Web Link
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- Citations: 40
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Conference paperSpivey AC, Gripton CJG, Hannah JP, et al., 2007,
The development of a ‘safety-catch’ arylgermane for biaryl synthesis by palladium-catalysed germyl-stille cross-coupling
, Publisher: John Wiley & Sons, Ltd., Pages: 572-589, ISSN: 1099-0739 -
Conference paperMartin LJ, Spivey AC, Ellames GJ, et al., 2007,
'The devolatilization of [14C]-labelled aromatics towards the synthesis of [14C]-labelled NK antagonists for PK studies'
, Chichester, 9th International Symposium on the Synthesis and Applications of isotopically labelled Compounds, Publisher: Wiley, Pages: 607-6-8 -
Conference paperSpivey AC, Martin LJ, Noban C, et al., 2007,
'Opportunities for isotopic labelling via phase-tagged synthesis with organogermanium linkers'
, Chichester, 9th International Conference on the Synthesis and Applications of Isotopically Labelled Compounds, Publisher: Wiley, Pages: 281-285 -
Book chapterSpivey AC, McDaid P, 2007,
'Asymmetric Acyl Transfer Reactions'
, Hadbook of Asymmetric Organocatalysis, Editors: Dalko, Weinheim, Publisher: Wiley-VCH, Pages: 287-329, ISBN: 978-3-527-31522-2
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