Highly Regioselective Fluorination and Iodination of Alkynyl Enolates

作者:Yang Han; Xu Bo; Hammond Gerald B*
来源:Organic Letters, 2008, 10(24): 5589-5591.
DOI:10.1021/ol802451e

摘要

A simple yet efficient approach to various functionalized quaternary alpha-alkynyl alpha-fluoro esters and gamma-iodoallenoates from readily available allenoates through an alkynyl enolate intermediate generated by LDA is presented. Reaction of this alkynyl enolate with NFSI gives the alpha-product (alpha-alkynyl-alpha-fluoro ester), whereas the reaction of the silyl ether of alkynyl enolate with I-2 gives solely the gamma-product (iodoallenoate).

  • 出版日期2008-12-18