New synthetic method of optically active α-methylproline and α-methyl-pipecolinic acid using electrochemical oxidation as a key reaction
Y Matsumura, T Kinoshita, Y Yanagihara, N Kanemoto…
Index: Matsumura, Yoshihiro; Kinoshita, Toshio; Yanagihara, Yuka; Kanemoto, Noriko; Watanabe, Mitsuaki Tetrahedron Letters, 1996 , vol. 37, # 46 p. 8395 - 8398
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Citation Number: 19
Abstract
A new method for the stereoselective α-methylation of N-protected l-proline and l-pipecolinic acid esters is presented. The method consisted of electrochemical α′-methoxylation of the α-amino acid derivatives, the replacement of the α′-methoxy group with a phenylthio group, α-methylation, and reductive removal of the α′-phenylthio group, successively. The intermediates in this method could be used for the preparation of optically active acyclic α- ...
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