Tin(II) chloride assisted synthesis of N-protected γ-amino β-keto esters through semipinacol rearrangement
Tin(II) chloride assisted synthesis of N-protected γ-amino β-keto esters through semipinacol rearrangement
复制标题
DOI：
10.1039/c0ob00199f
复制
发表时间：
2010-01-01
影响因子：
3.2
通讯作者：
Gopi, Hosahudya N.
中科院分区：
文献类型：
--
作者：
Bandyopadhyay, Anupam;Agrawal, Neha;Gopi, Hosahudya N.
本文报道了由氨基醛和重氮乙酸乙酯合成N-保护的γ-氨基β-酮酯的一条简便的合成路线。两个组件的耦合是促进氯化锡（II），然后由semipinacol重排导致定量产率的产品。该反应是温和的、瞬时的并且与Boc-、Fmoc-和Cbz-氨基保护基相容。
A facile synthetic route for the preparation of N-protected gamma-amino beta-keto esters from amino aldehydes and ethyl diazoacetate is described. The two component coupling is facilitated by tin(II) chloride followed by semipinacol rearrangement leading to the product in quantitative yield. The reaction is mild, instantaneous and compatible with Boc-, Fmoc- and Cbz-amino protecting groups.