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Practical Asymmetric Synthesis of (S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine- 3,6,10(4H)-trione, a Key Intermediate for the Synthesis of Irinotecan and Other Camptothecin Analogs

Autor: Ted A. Baughman, Kevin E. Henegar, Scott W. Ashford, John C. Sih, Rui-Lin Gu

Publikováno v: The Journal of Organic Chemistry. 62:6588-6597

A practical asymmetric synthesis of (S) 4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione (1), a versatile intermediate for the synthesis of camptothecin analogs, was developed. Commercially available citrazinic acid is conve

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::d5ca91064bad858722abeaf95e08b619
https://doi.org/10.1021/jo970173f

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Microbiological N-Deoxygenation and C-Oxygenation of Pioglitazone-N-oxide in a Single Fermentation

Autor: Grace P. Li, Eldon G. Nidy, John C. Sih, Vincent P. Marshall, W. F. Liggett, Roy A. Johnson, J. I. Cialdella

Publikováno v: The Journal of Antibiotics. 49:788-793

Oxygenation of pioglitazone-N-oxide by a microorganism isolated from soil was accompanied by N-deoxygenation to produce the pioglitazone metabolites 5-[4-[2-[5-(1-hydroxyethyl)-2-pyridyl]ethoxy]benzyl]-2, 4-thiazolidinedione and 5-[4-[2-(5-acetyl-2-p

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a7e8da8e3f2fea48c4c427c43f87cf80
https://doi.org/10.7164/antibiotics.49.788

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Differences in reactivity and enantioselectivity in lipase reactions with carboxylic esters and alcohols bearing the same stereogenic center

Autor: Rui Lin Gu, John C. Sih

Publikováno v: Tetrahedron: Asymmetry. 6:357-360

The reaction rate and stereochemical outcome of lipase reactions obtained with carboxylic esters and alcohols, which contain the same stereogenic center, can be modulated by changing the mode of the lipase reaction, i.e. ester hydrolysis versus alcoh

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::535a5d78fcf79067864b92888bc0ba65
https://doi.org/10.1016/0957-4166(95)00012-e

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ChemInform Abstract: Synthesis of Tercyclohexanones

Autor: Eldon G. Nidy, Paul A. Spinelli, John C. Sih, David R. Graber, Roy A. Johnson

Publikováno v: ChemInform. 22

A synthesis route to tercyclohexanones is described in which alkylation of 4-cyclohexylcyclohexanone with the dianion of 4,4-(ethylenedioxy)cyclohexanecarboxylic acid gives 1-carboxy-1'-hydroxy-1,1':4',1″-tercyclohexan-4-one ethylene ketal. Decarbo

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::49af4dbec446356ffc03e0445bb8fc27
https://doi.org/10.1002/chin.199122117

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Synthesis of Tercyclohexanones

Autor: Paul A. Spinelli, Eldon G. Nidy, David R. Graber, Roy A. Johnson, John C. Sih

Publikováno v: Synthesis. 1990:1053-1056

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::f3d8cb4115a6eb07b659f69f4fb13d69
https://doi.org/10.1055/s-1990-27091

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Studies on (H(+)-K+)-ATPase inhibitors of gastric acid secretion. Prodrugs of 2-[(2-pyridinylmethyl)sulfinyl]benzimidazole proton-pump inhibitors

Autor: Wha Bin Im, David R. Graber, John C. Sih, David P. Blakeman, André Robert

Publikováno v: Journal of medicinal chemistry. 34(3)

The synthesis of N-substituted benzimidazole (H + -K + )-ATPase or proton-pump inhibitors is described. These compounds were prepared to function as prodrugs of the parent N-H compound and evaluated for their ability to inhibit gastric (H + -K + )-AT

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::2456878abe242a735218513a455ecb6a
https://pubmed.ncbi.nlm.nih.gov/1848293

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