Liu Xiaoxiang, Hartwig John F
Yale University, Department of Chemistry, New Haven, Connecticut 06511, USA.
Org Lett. 2003 May 29;5(11):1915-8. doi: 10.1021/ol034570q.
[reaction: see text] The synthesis of alpha-aryl-alpha-alkyl amino acid derivatives from alpha-amino acids by the arylation of azlactone derivatives is reported. Arylation of azlactones derived from alanine, valine, phenalanine, phenyl glycine, and leucine all provided good yields of the arylated product. Mechanistic studies of this reaction revealed that a stable complex containing a ligand formed by reaction of dba with the azlactone accounts for a new inhibiting effect of dba when reactions are initiated with Pd(dba)(2).
[反应：见正文] 报道了通过氮杂环丙烷衍生物的芳基化反应，由α-氨基酸合成α-芳基-α-烷基氨基酸衍生物。源自丙氨酸、缬氨酸、苯丙氨酸、苯甘氨酸和亮氨酸的氮杂环丙烷的芳基化反应均能以良好的产率得到芳基化产物。该反应的机理研究表明，当以Pd(dba)₂引发反应时，由二苄叉丙酮（dba）与氮杂环丙烷反应形成的含有配体的稳定络合物解释了dba的一种新的抑制作用。
