- Silver-catalyzed regio- and stereoselective addition of carboxylic acids to ynol ethers
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A silver-catalyzed trans addition of carboxylic acids to ynol ethers is described. The reaction has a broad scope with respect to carboxylic acids and ynol ethers, delivering (Z)-α-alkoxy enol esters in good yields with excellent regio- and stereoselectiv
- Yin, Jing,Bai, Yihui,Mao, Mengyi,Zhu, Gangguo
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p. 9179 - 9185
(2015/02/19)
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- Highly asymmetric Pummerer-type reaction induced by ethoxy vinyl esters
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Ethoxy vinyl esters (EVE:2) were efficient reagents for promoting the asymmetric Pummerer reaction with high enantioselectivity and high yield in contrast to the generally used acid anhydrides. Increasing the electron-donating ability on the R function in
- Shibata, Norio,Matsugi, Masato,Kawano, Noriyuki,Fukui, Seiji,Fujimori, Chino,Gotanda, Kentoku,Murata, Kenji,Kita, Yasuyuki
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p. 303 - 310
(2007/10/03)
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- Enzyme-catalyzed asymmetrization of 2,2-disubstituted 1,3-propanediols using 1-ethoxyvinyl esters
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The lipase-catalyzed asymmetrization of the prochiral 2,2-disubstituted 1,3-propanediols 1, 6, and 9 was studied using various types of 1-ethoxyvinyl esters 2. Among them, the use of the benzoate 2f provided good chemical and optical yields of the products 3, 7, and 10 bearing chiral quaternary carbon centers which are fairly stable against racemization.
- Akai, Shuji,Naka, Tadaatsu,Takebe, Yasushi,Kita, Yasuyuki
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p. 4243 - 4246
(2007/10/03)
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- Novel Efficient Synthesis of 1-Ethoxyvinyl Esters Using Ruthenium Catalysts and Their Use in Acylation of Amines and Alcohols: Synthesis of Hydrophilic 3'-N-Acylated Oxaunomycin Derivatives
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A novel and efficient synthesis of 1-ethoxyvinyl esters 3a-i from carboxylic acids 4a-i and ethoxyacetylene 5 by using a catalytic amount of ruthenium complex 2> 6f has been developed.These reagents reacted smoothly with amines and alcohols to give the corresponding N- and O-acylated compounds in excellent yields.This acylation method has been applied to the synthesis of hydrophilic 3'-N-acylated oxaunomycin derivatives 13a,b.
- Kita, Yasuyuki,Maeda, Hiroshi,Omori, Kana,Okuno, Takayuki,Tamura, Yasumitsu
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p. 2999 - 3006
(2007/10/02)
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