Abstract:
Pyridyloxy-directed Ir(III)-catalyzed diacylmethylation of protected tyrosines was achieved with alkyl and (hetero)aryl sulfoxonium ylides, furnishing tyrosine-based unnatural amino acids in good yields. Furthermore, the late stage exemplification of the strategy was successfully accomplished in tyrosine-containing dipeptides, tripeptides and tetrapeptides in moderate yields. This methodology is distinguished by its site-selectivity, tolerance of sensitive functional groups, scalability, and retention of the chiral configuration for tyrosine motifs.
摘要:
用烷基和(杂)芳基亚砜叶立德实现了吡啶氧基定向的Ir(III)催化的受保护酪氨酸的二酰基甲基化,以高产率提供基于酪氨酸的非天然氨基酸。此外,该策略的后期示例在含酪氨酸的二肽中成功完成,三肽和四肽产量适中。这种方法的特点是它的网站选择性,敏感官能团的耐受性,可扩展性,和保留酪氨酸基序的手性构型。