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举例 :可输入Filippa Pettersson 或者 Cancer Res. 75(6) , 1102-12, (2015) 或者10.1002/anie.201600521

Total synthesis of frustulosin and aurocitrin

…, JM Lansinger, TS Lillie, CJ Wheeler

文献索引：Ronald, Robert C.; Lansinger, Janet M.; Lillie, Thomas S.; Wheeler, Carl J. Journal of Organic Chemistry, 1982 , vol. 47, # 13 p. 2541 - 2549

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被引用次数: 39

摘要

The regioselective total syntheses of the novel fungal antibiotics frustulosin (1) and aurocitrin (2) were accomplished from 3, 6-dihydroxy-2-iodobenzaldehyde (10) which was prepared by a regiodirected metalation of 2, Bdimethylbenzyl vinyl ether to establish the 1, 2, 3, 4- tetrasubstitution pattern of these compounds. The unsaturated side chains of these hydroquinone antibiotics were attached by using the iodo aldehyde functionalities. The ...

1-[2-iodo-3,6-bis(tert-butyldimethylsiloxy)phenyl]-1,3,5-undecatriene结构式

1-[2-iodo-3,6-b...

N,N-二甲基甲酰胺结构式

N,N-二甲基甲酰胺

~%

(7E,9E,11E)-Aurocitrin结构式

(7E,9E,11E)-Aur...

2,5-二甲氧基苯甲醇结构式

2,5-二甲氧基苯甲醇

~%

(7E,9E,11E)-Aurocitrin结构式

(7E,9E,11E)-Aur...

2-iodo-3,6-dihydrobenzaldehyde结构式

2-iodo-3,6-dihy...

~%

(7E,9E,11E)-Aurocitrin结构式

(7E,9E,11E)-Aur...

2-ethyl-3,5,6,6-tetramethyl-5,6-dihydro-4H-[1,3]thiazinium; iodide结构式

2-ethyl-3,5,6,6...

~%

(7E,9E,11E)-Aurocitrin结构式

(7E,9E,11E)-Aur...

2-iodo-3,6-dimethoxybenzyl alcohol结构式

2-iodo-3,6-dime...

~%

(7E,9E,11E)-Aurocitrin结构式

(7E,9E,11E)-Aur...

2-(ethenoxymethyl)-1,4-dimethoxybenzene结构式

2-(ethenoxymeth...

~%

(7E,9E,11E)-Aurocitrin结构式

(7E,9E,11E)-Aur...

2-iodo-3,6-dimethoxybenzyl vinyl ether结构式

2-iodo-3,6-dime...

~%

(7E,9E,11E)-Aurocitrin结构式

(7E,9E,11E)-Aur...

2-iodo-3,6-bis[(tert-butyldimethylsilyl)oxy]benzaldehyde结构式

2-iodo-3,6-bis[...

~%

(7E,9E,11E)-Aurocitrin结构式

(7E,9E,11E)-Aur...

反,反-2,4-癸二烯醛结构式

反,反-2,4-癸二烯醛

~%

(7E,9E,11E)-Aurocitrin结构式

(7E,9E,11E)-Aur...

反式,反式-2,4-癸二烯-1-醇结构式

反式,反式-2,4-癸二烯-1-醇

~%

(7E,9E,11E)-Aurocitrin结构式

(7E,9E,11E)-Aur...

trans,trans-1-bromo-2,4-decadiene结构式

trans,trans-1-b...

~%

(7E,9E,11E)-Aurocitrin结构式

(7E,9E,11E)-Aur...

2-iodo-3,6-bis[(tert-butyldimethylsilyl)oxy]cinnamaldehyde结构式

2-iodo-3,6-bis[...

~%

(7E,9E,11E)-Aurocitrin结构式

(7E,9E,11E)-Aur...

5-[2-iodo-3,6-bis(tert-butyldimethylsiloxy)phenyl]-2,4-pentadienal结构式

5-[2-iodo-3,6-b...

~%

(7E,9E,11E)-Aurocitrin结构式

(7E,9E,11E)-Aur...

1-[2-iodo-3,6-bis(tert-butyldimethylsiloxy)phenyl]-1,3-undecadien-5-ol结构式

1-[2-iodo-3,6-b...

~%

(7E,9E,11E)-Aurocitrin结构式

(7E,9E,11E)-Aur...

triphenyl(trans,trans-2,4-decadienyl)phosphonium bromide结构式

triphenyl(trans...

~%

(7E,9E,11E)-Aurocitrin结构式

(7E,9E,11E)-Aur...

2,5-二甲氧基苯甲醇结构式

2,5-二甲氧基苯甲醇

乙烯基乙醚结构式

乙烯基乙醚

~58%

2-(ethenoxymethyl)-1,4-dimethoxybenzene结构式

2-(ethenoxymeth...

bis(tert-butyldimethylsilyl)frustulosin结构式

bis(tert-butyld...

~%

3,6-Dihydroxy-2-(3-methyl-3-buten-1-ynyl)benzaldehyde结构式

3,6-Dihydroxy-2...

2,5-二甲氧基苯甲醇结构式

2,5-二甲氧基苯甲醇

~%

3,6-Dihydroxy-2-(3-methyl-3-buten-1-ynyl)benzaldehyde结构式

3,6-Dihydroxy-2...

2-ethyl-3,5,6,6-tetramethyl-5,6-dihydro-4H-[1,3]thiazinium; iodide结构式

2-ethyl-3,5,6,6...

~%

3,6-Dihydroxy-2-(3-methyl-3-buten-1-ynyl)benzaldehyde结构式

3,6-Dihydroxy-2...

2-iodo-3,6-dimethoxybenzyl alcohol结构式

2-iodo-3,6-dime...

~%

3,6-Dihydroxy-2-(3-methyl-3-buten-1-ynyl)benzaldehyde结构式

3,6-Dihydroxy-2...

2-(ethenoxymethyl)-1,4-dimethoxybenzene结构式

2-(ethenoxymeth...

~%

3,6-Dihydroxy-2-(3-methyl-3-buten-1-ynyl)benzaldehyde结构式

3,6-Dihydroxy-2...

2-iodo-3,6-dimethoxybenzyl vinyl ether结构式

2-iodo-3,6-dime...

~%

3,6-Dihydroxy-2-(3-methyl-3-buten-1-ynyl)benzaldehyde结构式

3,6-Dihydroxy-2...

2-iodo-3,6-dihydrobenzaldehyde结构式

2-iodo-3,6-dihy...

~%

3,6-Dihydroxy-2-(3-methyl-3-buten-1-ynyl)benzaldehyde结构式

3,6-Dihydroxy-2...

2-iodo-3,6-bis[(tert-butyldimethylsilyl)oxy]benzaldehyde结构式

2-iodo-3,6-bis[...

~%

3,6-Dihydroxy-2-(3-methyl-3-buten-1-ynyl)benzaldehyde结构式

3,6-Dihydroxy-2...

2-iodo-3,6-dihydrobenzaldehyde结构式

2-iodo-3,6-dihy...

copper(1+),2-methylbut-1-en-3-yne结构式

copper(1+),2-me...

~%

3,6-Dihydroxy-2-(3-methyl-3-buten-1-ynyl)benzaldehyde结构式

3,6-Dihydroxy-2...

3-isopropenyl-4-formyl-5-hydroxybenzofuran结构式

3-isopropenyl-4...