Aminooxylation Horner–Wadsworth–Emmons Sequence for the Synthesis of Enantioenriched γ-Functionalized Vinyl Sulfones
作者:William Doherty、Paul Evans
DOI:10.1021/acs.joc.5b02556
日期:2016.2.19
operationally simple protocol for the synthesis of γ-hydroxy vinyl sulfones has been developed using a proline-based aldehyde aminooxylation, followed by a vinyl sulfone forming Horner–Wadsworth–Emmons olefination. The adducts, formed in high enantiopurity, were subsequently converted to γ-azido vinyl sulfones, and azide–alkyne click chemistry enabled the synthesis of vinyl sulfone-based triazoles as potential
已经开发了一种操作简单的方法,用于合成γ-羟基乙烯基砜,该方法使用基于脯氨酸的醛氨氧基化反应,然后再通过乙烯基砜形成霍纳-沃兹沃思-埃蒙斯烯化反应。高对映体纯度形成的加合物随后被转化为γ-叠氮基乙烯基砜,叠氮化物-炔烃点击化学使合成基于乙烯基砜的三唑成为潜在的非肽半胱氨酸蛋白酶抑制剂。