Photochemical cleavage and release of carboxylic acids from α-keto amides

…, MG Steinmetz, EJ Kopatz, R Rathore

文献索引：Ma, Chicheng; Steinmetz, Mark G.; Kopatz, Erica J.; Rathore, Rajendra Journal of Organic Chemistry, 2005 , vol. 70, # 11 p. 4431 - 4442

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被引用次数: 22

摘要

In aqueous media, α-keto amides LGCH2COCON (R) CH (R') CH3 (1a, R= Et, R'= H; 1b, R= i Pr, R'= Me; 1c, R= Ph, R'= H) with various carboxylate leaving groups (LG) at the C-3 position undergo photocleavage and release of carboxylic acids with formation of diastereomeric 5-hydroxyoxazolidin-4-ones 2a, c in the cases of 1a, c or 5- methyleneoxazolidin-4-ones 3b in the case of 1b. For 1a, b, Φ (photocleavage)= 0.24-0.38 ...