铜（I）卤化物促进的使用 2-二烷基氨甲基吡咯烷、醛和 1-炔烃的手性炔丙胺和手性丙二烯的非对映选择性合成。
Copper(I) halide promoted diastereoselective synthesis of chiral propargylamines and chiral allenes using 2-dialkylaminomethylpyrrolidine, aldehydes, and 1-alkynes.
机构信息
School of Chemistry, University of Hyderabad, Central University P.O., Hyderabad 500046, India.
出版信息
J Org Chem. 2013 Feb 15;78(4):1463-70. doi: 10.1021/jo302534f. Epub 2013 Feb 4.
PMID:23320792
Abstract
Copper bromide promoted reactions of aldehydes, 1-alkynes, and chiral 2-dialkylaminomethylpyrrolidine at 25 °C give the corresponding chiral propargylamine derivatives in up to 96% yield and 99:1 dr that are readily converted to the corresponding disubstitued chiral allenes in up to 81% yield and 99% ee upon reaction with CuI in dioxane at 100 °C.
摘要
溴化亚铜促进的醛、1-炔烃和手性 2-二烷基氨基甲基吡咯烷在 25°C 下的反应，以高达 96%的收率和 99:1 的 dr 得到相应的手性炔丙胺衍生物，这些衍生物很容易在 100°C 的二氧六环中与 CuI 反应转化为相应的双取代手性丙二烯，产率高达 81%，ee 值为 99%。
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