Publications
497 results found
Brinkmann C, Barrett AGM, Hill MS, et al., 2012, Heavier Alkaline Earth Catalysts for the Intermolecular Hydroamination of Vinylarenes, Dienes, and Alkynes, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, Vol: 134, Pages: 2193-2207, ISSN: 0002-7863
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- Citations: 156
Laclef S, Anderson K, White AJP, et al., 2012, Total synthesis of amorfrutin A via a palladium-catalyzed migratory prenylation-aromatization sequence, TETRAHEDRON LETTERS, Vol: 53, Pages: 225-227, ISSN: 0040-4039
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- Citations: 23
Cordes J, Calo F, Anderson K, et al., 2012, Total Syntheses of Angelicoin A, Hericenone J, and Hericenol A via Migratory Prenyl- and Geranylation-Aromatization Sequences, JOURNAL OF ORGANIC CHEMISTRY, Vol: 77, Pages: 652-657, ISSN: 0022-3263
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- Citations: 32
Jacques SA, Michaelis S, Gebhardt B, et al., 2012, Studies on the Total Synthesis of Lactonamycin: Synthesis of the Fused Pentacyclic B-F Ring Unit, EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Vol: 2012, Pages: 107-113, ISSN: 1434-193X
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- Citations: 9
Jones EP, Jones P, White AJP, et al., 2011, Asymmetric synthesis of quaternary aryl amino acid derivatives via a three-component aryne coupling reaction, BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, Vol: 7, Pages: 1570-1576, ISSN: 1860-5397
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- Citations: 17
Jacques SA, Patel BH, Barrett AGM, 2011, Biomimetic synthetic studies on lactonamycin: an expedient synthesis of dihydroxy-isoindolinone-carboxylates, TETRAHEDRON LETTERS, Vol: 52, Pages: 6072-6075, ISSN: 0040-4039
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- Citations: 9
Anderson K, Calo F, Pfaffeneder T, et al., 2011, Biomimetic Total Synthesis of Angelicoin A and B via a Palladium-Catalyzed Decarboxylative Prenylation-Aromatization Sequence, ORGANIC LETTERS, Vol: 13, Pages: 5748-5750, ISSN: 1523-7060
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- Citations: 33
Patel BH, Mason AM, Barrett AGM, 2011, Synthesis of 6-Substituted-4-Hydroxy-2-pyridinones via Intramolecular Ketene Trapping of Functionalized Enamine-Dioxinones, ORGANIC LETTERS, Vol: 13, Pages: 5156-5159, ISSN: 1523-7060
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- Citations: 33
Patel BH, Mason AM, Patel H, et al., 2011, Conversion of α-Amino Acids into Bioactive <i>o</i>-Aminoalkyl Resorcylates and Related Dihydroxyisoindolinones, JOURNAL OF ORGANIC CHEMISTRY, Vol: 76, Pages: 6209-6217, ISSN: 0022-3263
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- Citations: 16
Patel BH, Heath SFA, Mason AM, et al., 2011, Efficient two directional syntheses of a homophthalate ester and novel resorcylate oligomers, TETRAHEDRON LETTERS, Vol: 52, Pages: 2258-2261, ISSN: 0040-4039
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- Citations: 14
Jones EP, Barrett AGM, Jones P, 2011, Asymmetric aryne-mediated alpha-arylation reactions, 241st National Meeting and Exposition of the American-Chemical-Society (ACS), Publisher: AMER CHEMICAL SOC, ISSN: 0065-7727
Trivedi ER, Blumenfeld CM, Schultz MK, et al., 2011, Multimodal tumor imaging and therapy with heteroatom functionalized porphyrazines, 241st National Meeting and Exposition of the American-Chemical-Society (ACS), Publisher: AMER CHEMICAL SOC, ISSN: 0065-7727
Jones EP, Jones P, Barrett AGM, 2011, Asymmetric Synthesis of α-Aryl Amino Acids; Aryne-Mediated Diastereoselective Arylation, ORGANIC LETTERS, Vol: 13, Pages: 1012-1015, ISSN: 1523-7060
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- Citations: 30
Arrowsmith M, Crimmin MR, Barrett AGM, et al., 2011, Cation Charge Density and Precatalyst Selection in Group 2-Catalyzed Aminoalkene Hydroamination., Organometallics, Vol: 30, Pages: 1493-1506, ISSN: 0276-7333
The Mg Me and the Ca and Sr silylamide β-diketiminate derivs. [{ArNC(Me)CHC(Me)NAr}MX(THF)n] (M = Mg, X = CH3, n = 0; M = Ca, X = N(SiMe3)2, n = 0 or 1; M = Sr, X = N(SiMe3)2, n = 1, Ar = 2,6-diisopropylphenyl), the silylamides [M{N(SiMe3)2}2]2 and [M{N(SiMe3)2}2(THF)2] (M = Mg, Ca, Sr, Ba), and the alkyl species [M{CH(SiMe3)2}2(THF)2] (M = Mg, Ca, Sr, Ba) were studied as precatalysts for the hydroamination/cyclization of aminoalkenes. Hydroamination afforded five- and six-membered pyrrolidine and piperidine derivs. in near quant. yields with all precatalysts, apart from the Ba species, which were apparently limited to a max. of two turnovers with even the favorable 1-amino-2,2-diphenyl-4-pentene substrate. Significant formation of hexahydroazepines was obsd. only with the Mg amide species, while the Group IIA dialkyl derivs. decompd. at high reaction temps. and is more limited in scope. In general, the Ca precatalysts proved to be more reactive than their Sr analogs, which, in turn, proved to be far more reactive than the Mg species. Among the β-diketiminate derivs., the greater coordinative unsatn. of the THF-free Ca deriv. provided increased activity for the cyclization of primary aminoalkene substrates in comparison to its THF-solvated counterpart. In contrast, the unsolvated bis(amides) displayed lower activity with these substrates than their THF-solvated analogs. Use of silylamide precatalysts provides potentially reversible entry into the catalytic manifold. The position of the equil. is perturbed by both the nature of the substrate and the identity of the Group IIA element, highlighted by the reaction of [{ArNC(Me)CHC(Me)NAr}Sr{N(SiMe3)2}(THF)] with 2-methoxyethylamine, which results in equilibration between the starting silylamide, an isolable amine adduct, and the product of amine/silylamide transamination. Performing the same reaction with the Ca precatalyst provided the analog of the latter product as the only observable species. A ki
Miyatake-Ondozabal H, Barrett AGM, 2010, Total Synthesis, of TAK-Kinase Inhibitor LL-Z1640-2 via Consecutive Macrocyclization and Transannular Aromatization, ORGANIC LETTERS, Vol: 12, Pages: 5573-5575, ISSN: 1523-7060
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- Citations: 33
Song Y, Zong H, Trivedi ER, et al., 2010, Synthesis and Characterization of New Porphyrazine-Gd(III) Conjugates as Multimodal MR Contrast Agents, BIOCONJUGATE CHEMISTRY, Vol: 21, Pages: 2267-2275, ISSN: 1043-1802
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- Citations: 53
Toumi M, Barbazanges M, Kroll SHB, et al., 2010, Concise, flexible syntheses of 4-(4-imidazolyl)pyrimidine cyclin-dependent kinase 2 (CDK2) inhibitors, TETRAHEDRON LETTERS, Vol: 51, Pages: 6126-6128, ISSN: 0040-4039
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- Citations: 1
Heathcote DA, Patel H, Kroll SH, et al., 2010, A novel pyrazolo[1,5-a]pyrimidine is a potent inhibitor of cyclin-dependent protein kinases 1, 2, and 9, which demonstrates antitumor effects in human tumor xenografts following oral administration, J Med Chem, Vol: 53, Pages: 8508-8522
Cyclin-dependent protein kinases (CDKs) are central to the appropriate regulation of cell proliferation, apoptosis, and gene expression. Abnormalities in CDK activity and regulation are common features of cancer, making CDK family members attractive targets for the development of anticancer drugs. Here, we report the identification of a pyrazolo[1,5-a]pyrimidine derived compound, 4k (BS-194), as a selective and potent CDK inhibitor, which inhibits CDK2, CDK1, CDK5, CDK7, and CDK9 (IC= 3, 30, 30, 250, and 90 nmol/L, respectively). Cell-based studies showed inhibition of the phosphorylation of CDK substrates, Rb and the RNA polymerase II C-terminal domain, down-regulation of cyclins A, E, and D1, and cell cycle block in the S and G/M phases. Consistent with these findings, 4k demonstrated potent antiproliferative activity in 60 cancer cell lines tested (mean GI= 280 nmol/L). Pharmacokinetic studies showed that 4k is orally bioavailable, with an elimination half-life of 178 min following oral dosing in mice. When administered at a concentration of 25 mg/kg orally, 4k inhibited human tumor xenografts and suppressed CDK substrate phosphorylation. These findings identify 4k as a novel, potent CDK selective inhibitor with potential for oral delivery in cancer patients.
Miyatake-Ondozabal H, Barrett AGM, 2010, A novel biomimetic synthesis of (<i>S</i>)-(-)-zearalenone: via macrocyclization and transannular aromatization, 10th Tetrahedron Symposium on Challenges in Organic and Bioorganic Chemistry, Publisher: PERGAMON-ELSEVIER SCIENCE LTD, Pages: 6331-6334, ISSN: 0040-4020
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- Citations: 22
Trivedi ER, Lee S, Zong H, et al., 2010, Synthesis of Heteroatom Substituted Naphthoporphyrazine Derivatives with Near-Infrared Absorption and Emission, JOURNAL OF ORGANIC CHEMISTRY, Vol: 75, Pages: 1799-1802, ISSN: 0022-3263
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- Citations: 14
Basset J-F, Leslie C, Hamprecht D, et al., 2010, Studies on the resorcylates: biomimetic total syntheses of (+)-montagnetol and (+)-erythrin, TETRAHEDRON LETTERS, Vol: 51, Pages: 783-785, ISSN: 0040-4039
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- Citations: 41
Trivedi ER, Harney AS, Olive MB, et al., 2010, Chiral porphyrazine near-IR optical imaging agent exhibiting preferential tumor accumulation, PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, Vol: 107, Pages: 1284-1288, ISSN: 0027-8424
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- Citations: 65
Trivedi ER, Vesper BJ, Weitman H, et al., 2010, Chiral <i>bis</i>-Acetal Porphyrazines as Near-infrared Optical Agents for Detection and Treatment of Cancer, PHOTOCHEMISTRY AND PHOTOBIOLOGY, Vol: 86, Pages: 410-417, ISSN: 0031-8655
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- Citations: 19
Barrett AGM, Crimmin MR, Hill MS, et al., 2010, Heterofunctionalization catalysis with organometallic complexes of calcium, strontium and barium., Proc. R. Soc. A, Vol: 466, Pages: 927-963
A review. Despite the routine employment of Grignard reagents and Hauser bases as stoichiometric carbanion reagents in org. and inorg. synthesis, a defined reaction chem. encompassing the heavier elements of Group II (M = Ca, Sr and Ba) has, until recently, remained unreported. This article provides details of the recent progress in heavier Group II catalyzed small mol. transformations mediated by well-defined heteroleptic and homoleptic complexes LMX or MX2; where L is a mono-anionic ligand and X is a reactive σ-bonded substituent. The intra- and intermol. heterofunctionalization (hydroamination, hydrophosphination, hydrosilylation and hydrogenation) of alkenes, alkynes, dienes, carbodiimides, isocyanates and ketones is discussed. [on SciFinder(R)]
Barrett AGM, Crimmin MR, Hill MS, et al., 2010, Carbodiimide insertion reactions of homoleptic heavier alkaline earth amides and phosphides, Dalton Trans, Vol: 39, Pages: 7393-400, ISSN: 1477-9234
A series of homoleptic guanidinate-type complexes of the heavier alkaline earth (Ae) metals calcium and strontium have been prepared. The six-coordinate compounds [Ae{(i)PrNC(NPh(2))CN(i)Pr}(2)(THF)(2)] (Ae = Ca and Sr) were synthesised through reactions of the appropriate THF-solvated hexamethyldisilazide [Ae{N(SiMe(3))(2)}(2)(THF)(2)] with two molar equivalents of diphenylamine and 1,3-di-iso-propylcarbodiimide. Both compounds were shown to crystallise with a cisoid arrangement of the two THF molecules at the metal centres. In contrast, the (Me(3)Si)(2)N-substituted calcium guanidinate, [Ca{CyNC{N(SiMe(3))(2)}CNCy}(2)(THF)(2)], contains two coordinated THF molecules with a trans disposition. Further reactions of the free amidine [{(2-FC(6)H(4))N}C(NH(i)Pr)(2)] with either [Ca{N(SiMe(3))(2)}(2)(THF)(2)] or its dimeric unsolvated analogue provided monomeric or dimeric derivatives respectively in which the ligands had tautomerised to an anisobidentate form. A further reaction of the phosphaguanidine [CyN=C(PPh(2))N(H)Cy] with [Sr{N(SiMe(3))(2)}(2)(THF)(2)] provided the first example of a phosphaguanidinate complex of this heavier alkaline earth metal. This compound has also been characterised in the solid state and shown to exist with a transoid configuration of the coordinated THF molecules.[on SciFinder (R)]
Ruggiero A, Fuchter MJ, Kokas OJ, et al., 2009, A 'push-pull' tropylium-fused aminoporphyrazine, TETRAHEDRON, Vol: 65, Pages: 9690-9693, ISSN: 0040-4020
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- Citations: 10
Zong H, Sun P, Mirkin CA, et al., 2009, Varying the Electrochemical Potential and Thickness of Porphyrazine SAMs by Molecular Design, JOURNAL OF PHYSICAL CHEMISTRY B, Vol: 113, Pages: 14892-14903, ISSN: 1520-6106
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- Citations: 12
Navarro I, Poeverlein C, Schlingmann G, et al., 2009, Tuning Diketodioxinone Reactivity: Biomimetic Synthesis of the Resorcylate Antibiotic Fungal Metabolites <i>ent</i>-W1278A, -B, and -C, Using Iterative Aromatization Reactions, JOURNAL OF ORGANIC CHEMISTRY, Vol: 74, Pages: 8139-8142, ISSN: 0022-3263
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- Citations: 23
Calo F, Richardson J, Barrett AGM, 2009, Total Synthesis of Aigialomycin D using a One-Pot Ketene Generation-Trapping-Aromatization Sequence, ORGANIC LETTERS, Vol: 11, Pages: 4910-4913, ISSN: 1523-7060
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- Citations: 57
Goslinski T, Zhong C, Fuchter MJ, et al., 2009, Serendipitous synthesis of trimetallic porphyrazine triads, TETRAHEDRON LETTERS, Vol: 50, Pages: 5178-5181, ISSN: 0040-4039
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- Citations: 2
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