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Total synthesis of the polyether antibiotic ionomycin

DA Evans, RL Dow, TL Shih, JM Takacs…

文献索引：Journal of the American Chemical Society, , vol. 112, # 13 p. 5290 - 5313

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被引用次数: 231

摘要

... Professor D. A. Evans for providing us with spectroscopic data and other information on compound ... James M. Takacs, and Robert Zahler Contribution from the Department of Chemistry, Harvard Uniuersity. ... 0002-7863/90/ 15 12-5290$02.50/0 0 1990 American Chemical Society ...

(S)-3-((R)-3-(benzyloxy)-2-methylpropanoyl)-4-isopropyloxazolidin-2-one结构式

(S)-3-((R)-3-(b...

~%

(|S|)-(+)-4-异丙基-3-丙酰-2-恶唑烷酮结构式

(|S|)-(+)-4-异丙基...

(S)-3-((R)-3-(benzyloxy)-2-methylpropanoyl)-4-isopropyloxazolidin-2-one结构式

(S)-3-((R)-3-(b...

~0%

(-)-(S)-1-benzyloxy-3-hydroxy-2-methylpropane结构式

(-)-(S)-1-benzy...

(4S)-(-)异丙基-2-恶唑酮结构式

(4S)-(-)异丙基-2-恶唑酮

ionomycin methyl ester结构式

ionomycin methy...

~%

离子霉素结构式

未登录结构式

~%

离子霉素结构式

(3R,4S)-1-(benzyloxy)-3-hydroxy-4-(hydroxymethyl)-2-methyl-5-hexene结构式

(3R,4S)-1-(benz...

~%

离子霉素结构式

(1S,2R,6R,4Z)-5-(3'-(benzyloxy)propyl)-1,2,4-trimethyl-3,9-dioxabicyclo[4.2.1]non-4-ene结构式

(1S,2R,6R,4Z)-5...

~%

离子霉素结构式

(1'R,2R,5S)-5-(1'-acetoxyethyl)-5-methyl-2-(1''-oxo-4''-(benzyloxy)butyl)tetrahydrofuran结构式

(1'R,2R,5S)-5-(...

~%

离子霉素结构式

(3R,4S)-1-(benzyloxy)-3-hydroxy-2-methyl-4-((((4-methylphenyl)sulfonyl)oxy)methyl)-5-hexene结构式

(3R,4S)-1-(benz...

~%

离子霉素结构式

(S)-4-((tert-butyldimethylsilyl)oxy)-4-((2R,5S)-5-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-5-methyltetrahydrofuran-2-yl)pentyl methanesulfonate结构式

(S)-4-((tert-bu...

~%

离子霉素结构式

未登录结构式

~%

离子霉素结构式

(1''R,1'R,2R,5S)-5-(1'-(tert-butyldimethylsiloxy)ethyl)-5-methyl-2-(1''-(tert-butyldimethylsiloxy)-1''-methyl-4''-(benzyloxy)butyl)tetrahydrofuran结构式

(1''R,1'R,2R,5S...

~%

离子霉素结构式

未登录结构式

~%

离子霉素结构式

(2R,3R,4S)-1-(benzyloxy)-2,4-dimethyl-6-(diphenyl-tert-butylsiloxy)-2,4-hexanediol结构式

(2R,3R,4S)-1-(b...

~%

离子霉素结构式

(1'R,4R,5S)-4-(2'-(benzyloxy)-1'-methylethyl)-6-((diphenyl-tert-butylsiloxy)methyl)-2,2,5-trimethyl-1,3-dioxane结构式

(1'R,4R,5S)-4-(...

~%

离子霉素结构式

((R)-1-((2R,2'S,5S,5'S)-5'-(((4S,5S,6R)-6-((R)-1-(benzyloxy)propan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)methyl)-2',5-dimethyloctahydro-[2,2'-bifuran]-5-yl)ethoxy)(tert-butyl)dimethylsilane结构式

((R)-1-((2R,2'S...

~%

离子霉素结构式

未登录结构式

~%

离子霉素结构式

((S)-4-((tert-butyldimethylsilyl)oxy)-4-((2R,5S)-5-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-5-methyltetrahydrofuran-2-yl)pentyl)triphenylphosphonium iodide结构式

((S)-4-((tert-b...

~%

离子霉素结构式

(2R,3R,4S)-1-(benzyloxy)-2,4-dimethyl-3-hydroxy-5-hexene结构式

(2R,3R,4S)-1-(b...

~%

离子霉素结构式

(1'R,4R,5S,6R)-4-(2'-(benzyloxy)-1'-methylethyl)-6-(hydroxymethyl)-2,2,5-trimethyl-1,3-dioxane结构式

(1'R,4R,5S,6R)-...

~%

离子霉素结构式

(1''S,1'R,2R,5S)-5-(1'-hydroxyethyl)-5-methyl-2-(1''-hydroxy-1''-methyl-4''-(benzyloxy)butyl)tetrahydrofuran结构式

(1''S,1'R,2R,5S...

~%

离子霉素结构式

未登录结构式

~%

离子霉素结构式

(+)-(4S)-3-(5-(benzyloxy)-(2S)-((2R,5S)-5-methyl-5-((1R)-1-hydroxyethyl)tetrahydrofuranyl)pentanoyl)-4-isopropyl-1,3-oxazolidin-2-one结构式

(+)-(4S)-3-(5-(...

~%

离子霉素结构式

(2S,3S)-3-((1,1-dimethylethyl)dimethylsiloxy)-2-methyl-1-butanol结构式

(2S,3S)-3-((1,1...

~%

离子霉素结构式

(2R,3S)-3-(tert-butyldimethylsilyloxy)-2-methylbutanal结构式

(2R,3S)-3-(tert...

~%

离子霉素结构式

未登录结构式

~%

离子霉素结构式

(2E,4S,5S)-5-((1,1-dimethylethyl)dimethylsiloxy)-2,4-dimethyl-2-hexen-2-ol结构式

(2E,4S,5S)-5-((...

~%

离子霉素结构式

(4S,5S)-5-((1,1-dimethylethyl)dimethylsiloxy)-2,4-dimethyl-1-iodo-2-hexene结构式

(4S,5S)-5-((1,1...

~%

离子霉素结构式

(2S,6S,7S)-7-((1,1-dimethylethyl)dimethylsiloxy)-2,4,6-trimethyl-4-octen-1-ol结构式

(2S,6S,7S)-7-((...

~%

离子霉素结构式

(4S,8S,9S)-9-hydroxy-4,6,8-trimethyl-2,6-decadienoic acid methyl ester结构式

(4S,8S,9S)-9-hy...

~%

离子霉素结构式

(4R,6E)-2,4-dimethyl-7-phenyl-6-heptenoic acid结构式

(4R,6E)-2,4-dim...

~%

离子霉素结构式

(4S,5S)-5-((1,1-dimethylethyl)dimethylsiloxy)-2,4-dimethyl-2-hexenoic acid ethyl ester结构式

(4S,5S)-5-((1,1...

~%

离子霉素结构式

未登录结构式

~%

离子霉素结构式

(4S,8S,9S)-9-((1,1-dimethylethyl)dimethylsiloxy)-4,6,8-trimethyl-2,6-decadienoic acid methyl ester结构式

(4S,8S,9S)-9-((...

~%

离子霉素结构式

(2S,4'R,6'E)-1-(2',4'-dimethyl-7'-phenyl-6'-heptenoyl)-2-(hydroxymethyl)pyrrolidine结构式

(2S,4'R,6'E)-1-...

~%

离子霉素结构式

(4R,5S,2'R,3'S)-5-(2'-methyl-3'-hydroxybutanoyl)-4-methyl-5-phenyl-1,3-oxazolidin-2-one结构式

(4R,5S,2'R,3'S)...

~%

离子霉素结构式

未登录结构式

~%

离子霉素结构式

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~%

离子霉素结构式

tert-butyl(((2R,4S)-2,4-dimethyl-6-(phenylthio)hexyl)oxy)diphenylsilane结构式

tert-butyl(((2R...

~%

离子霉素结构式

(2'S,4R,5S,6'S,7'S)-3-(7'-((1'',1''-dimethylethyl)dimethylsiloxy)-2',4',6'-trimethyl-4'-octenoyl)-4-methyl-5-phenyl-1,3-oxazolidin-2-one结构式

(2'S,4R,5S,6'S,...

~%

离子霉素结构式

(2R,4S)-2,4-dimethyl-1-((1,1-dimethylethyl)diphenylsiloxy)-6-(phenylsulfonyl)hexane结构式

(2R,4S)-2,4-dim...

~%

离子霉素结构式

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~%

离子霉素结构式

methyl (4R,6S,8S,12R,14R,18R,E)-18-((4R,5S,6S)-6-(((2S,2'R,5'S)-5'-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-2,5'-dimethyloctahydro-[2,2'-bifuran]-5-yl)methyl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-11-hydroxy-4,6,8,12,14-pentamethyl-9-oxononadec-16-enoate结构式

methyl (4R,6S,8...

~%

离子霉素结构式

(4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S,22(2S,5S(2R,5S(R))))-4,6,8,12,14,18,20-heptamethyl-11-hydroxy-19,21-((1-methylethylidene)dioxy)-9-oxo-22-(tetrahydro-5-methyl-5-(tetrahydro-5-(1-((1,1-dimethylethyl)dimethylsiloxy)ethyl)-5-methyl-2-furanyl)-2...结构式

(4R,6S,8S,10Z,1...

~%

离子霉素结构式

未登录结构式

~%

离子霉素结构式

(3S,5S)-6-(tert-butyldiphenylsilyloxy)-3,5-dimethylhexan-1-ol结构式

(3S,5S)-6-(tert...

~%

离子霉素结构式

(R)-2-{(4R,5S,6S)-6-[[(2S,2'R,5'S)-5'-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2,5'-dimethyl-octahydro-2,2'-bifuran-5-yl]methyl]-2,2,5-trimethyl-1,3-dioxan-4-yl}propan-1-ol结构式

(R)-2-{(4R,5S,6...

~%

离子霉素结构式

(S)-2-{(4S,5S,6S)-6-[[(2S,2'R,5'S)-5'-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2,5'-dimethyl-octahydro-2,2'-bifuran-5-yl]methyl]-2,2,5-trimethyl-1,3-dioxan-4-yl}propanal结构式

(S)-2-{(4S,5S,6...

~%

离子霉素结构式

未登录结构式

~%

离子霉素结构式

(2R,4R,8R,E)-8-((4R,5S,6S)-6-(((2S,2'R,5'S)-5'-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-2,5'-dimethyloctahydro-[2,2'-bifuran]-5-yl)methyl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2,4-dimethylnon-6-enal结构式

(2R,4R,8R,E)-8-...

~%

离子霉素结构式

Deglycobleomycin A 6 analogues modified in the methylvalerat...

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