Copper (I)-promoted condensation of. alpha.-amino acids with. beta.-keto thio esters: synthesis of N-acylated L-leucine derivatives containing (S)-4-hydroxy-5-methyl- …
HO Kim, RK Olsen, OS Choi
Index: Kim, Hwa-Ok; Olsen, Richard K.; Choi, Ok-Soon Journal of Organic Chemistry, 1987 , vol. 52, # 20 p. 4531 - 4536
Full Text: HTML
Citation Number: 45
Abstract
Acylation of lithium enolates of ethyl acetate and ethyl thioacetate with derivatives of (S)-2- hydroxy-3-methylbutanoic acid, activated at the carboxyl function as the acid chloride, unsymmetrical carbonic anhydride, or active ester, furnished the corresponding@-keto esters 5 or 8-keto thio esters 6. Coupling of ester derivatives of a-amino acids to the@-keto thio ester was promoted by copper (1) iodide to yield amino acid derivatives acylated at ...
Related Articles:
Total Synthesis of Malyngamides K, L, and 5′′-epi-C and Absolute Configuration of Malyngamide L
[Chen, Jie; Fu, Xiao-Gang; Zhou, Ling; Zhang, Jun-Tao; Qi, Xian-Liang; Cao, Xiao-Ping Journal of Organic Chemistry, 2009 , vol. 74, # 11 p. 4149 - 4157]
Ru-catalyzed asymmetric hydrogenation of γ-heteroatom substituted β-keto esters
[Fan, Weizheng; Li, Wanfang; Ma, Xin; Tao, Xiaoming; Li, Xiaoming; Yao, Ying; Xie, Xiaomin; Zhang, Zhaoguo Journal of Organic Chemistry, 2011 , vol. 76, # 22 p. 9444 - 9451]