Anodic Substitution Reaction of Pro line Derivatives Using the 2,4,6-Trimethoxyphenyl Leaving Group

作者:Shoji Takao; Kim Shokaku; Yamamoto Keisuke; Kawai Tomomitsu; Okada Yohei; Chiba Kazuhiro*
来源:Organic Letters, 2014, 16(24): 6404-6407.
DOI:10.1021/ol503198p

摘要

An efficient method for modifying a proline moiety through anodic carboncarbon bond cleavage is developed. Use of the 2,4,6-trimethoxyphenyl (TMP) moiety as a leaving group at the 5-position allows the incorporation of various functional groups for modification in both the N- and C-terminal direction due to the stability of the N1-C5-C linkage. This approach also enables anodic substitution reactions using reactants with lower oxidation potential compared to N-carbonyl bonds.

  • 出版日期2014-12-19