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A Diels–Alder-based total synthesis of (−)-kainic acid

A Orellana, SK Pandey, S Carret…

文献索引：Orellana, Arturo; Pandey, Sushil K.; Carret, Sebastien; Greene, Andrew E.; Poisson, Jean-Francois Journal of Organic Chemistry, 2012 , vol. 77, # 12 p. 5286 - 5296

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被引用次数: 16

摘要

(−)-Kainic acid (1, Figure 1) is a naturally occurring pyrrolidine with functionalized substituents at C-2, C-3, and C-4 in a trans-cis relationship. Isolated from Digenea simplex in the early 1950s,(1) it was originally used in anthelmintic and insecticide preparations. It is now recognized to be an exceptionally potent glutamate receptor agonist and has become an important tool of biologists for the study of serious neuronal disorders, such as Alzheimer's disease and ...

L-羟脯氨酸结构式

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(S)-1-叔丁基 2-甲基 4-(三氟甲基磺酰氧基)-1H-吡咯-1,2(2H,5h)-二羧酸结构式

(S)-1-叔丁基 2-甲基 ...

(2S,4R)-4-hydroxypyrrolidine-2-carbonyl chloride结构式

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

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(S)-1-叔丁基 2-甲基 4-(三氟甲基磺酰氧基)-1H-吡咯-1,2(2H,5h)-二羧酸结构式

(S)-1-叔丁基 2-甲基 ...

(1S,3aR,7aS)-2-tert-butyl 1-methyl 6-oxo-3,3a,7,7a-tetrahydro-1H-isoindole-1,2(6H)-dicarboxylate结构式

(1S,3aR,7aS)-2-...

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海藻酸(mM/ml)结构式

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(1S,7aS)-2-(tert-butoxycarbonyl)-6-oxo-2,3,3a,6,7,7a-hexahydro-1H-isoindole-1-carboxylic acid结构式

(1S,7aS)-2-(ter...

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海藻酸(mM/ml)结构式

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海藻酸(mM/ml)结构式

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(2S,3S,4S)-3-Carboxymethyl-4-(1-methyl-2-oxo-ethyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester结构式

(2S,3S,4S)-3-Ca...

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海藻酸(mM/ml)结构式

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(1S,3aS,7aS)-2-(tert-butoxycarbonyl)-6-oxo-2,3,3a,6,7,7a-hexahydro-1H-isoindole-1,3a-dicarboxylic acid结构式

(1S,3aS,7aS)-2-...

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海藻酸(mM/ml)结构式

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2-(tert-butyl) 1-methyl (1S,3aR,7aS)-4-methyl-6-((trimethylsilyl)oxy)-1,3,3a,4,7,7a-hexahydro-2H-isoindole-1,2-dicarboxylate结构式

2-(tert-butyl) ...

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海藻酸(mM/ml)结构式

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(2S,3S,4S)-1-tert-butyl 2-methyl 3-(2-methoxy-2-oxoethyl)-4-((R)-1-oxopropan-2-yl)pyrrolidine-1,2-dicarboxylate结构式

(2S,3S,4S)-1-te...

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海藻酸(mM/ml)结构式

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(2S,4R)-4-hydroxypyrrolidine-2-carbonyl chloride结构式

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

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海藻酸(mM/ml)结构式

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(2S,4R)-4-羟基吡咯烷-2-羧酸甲酯结构式

(2S,4R)-4-羟基吡咯烷...

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海藻酸(mM/ml)结构式

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N-BOC-反式-4-羟基-L-脯氨酸甲酯结构式

N-BOC-反式-4-羟基-L...

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海藻酸(mM/ml)结构式

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N-Boc-4-氧-L-脯氨酸甲酯结构式

N-Boc-4-氧-L-脯氨酸甲酯

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海藻酸(mM/ml)结构式

海藻酸(mM/ml)

L-羟脯氨酸结构式

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海藻酸(mM/ml)结构式

海藻酸(mM/ml)

(S)-1-叔丁基 2-甲基 4-(三氟甲基磺酰氧基)-1H-吡咯-1,2(2H,5h)-二羧酸结构式

(S)-1-叔丁基 2-甲基 ...

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海藻酸(mM/ml)结构式

海藻酸(mM/ml)

2-(tert-butyl) 3,7a-dimethyl (3S,3aS,7aS)-7-methoxy-5-((trimethylsilyl)oxy)-3,3a,4,7-tetrahydro-1H-isoindole-2,3,7a-tricarboxylate结构式

2-(tert-butyl) ...

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海藻酸(mM/ml)结构式

海藻酸(mM/ml)

Syntheses of (+)-cytisine,(-)-kuraramine,(-)-isokuraramine, ...

[Honda, Toshio; Takahashi, Rie; Namiki, Hidenori Journal of Organic Chemistry, 2005 , vol. 70, # 2 p. 499 - 504]

Syntheses of (+)-cytisine,(-)-kuraramine,(-)-isokuraramine, ...

[Honda, Toshio; Takahashi, Rie; Namiki, Hidenori Journal of Organic Chemistry, 2005 , vol. 70, # 2 p. 499 - 504]

Syntheses of (+)-cytisine,(-)-kuraramine,(-)-isokuraramine, ...

[Honda, Toshio; Takahashi, Rie; Namiki, Hidenori Journal of Organic Chemistry, 2005 , vol. 70, # 2 p. 499 - 504]

Syntheses of (+)-cytisine,(-)-kuraramine,(-)-isokuraramine, ...

[Honda, Toshio; Takahashi, Rie; Namiki, Hidenori Journal of Organic Chemistry, 2005 , vol. 70, # 2 p. 499 - 504]