1467762-79-3Relevant academic research and scientific papers
An easily removable stereo-dictating group for enantioselective synthesis of propargylic amines
Fan, Wu,Ma, Shengming
, p. 10175 - 10177 (2013)
We report herein a CuBr-catalyzed three-component coupling of 2-methylbut-3-yn-2-ol, aldehydes and pyrrolidine or 1,2,3,4- tetrahydroisoquinoline leading to the corresponding chiral propargylamines in excellent enantiomeric excess (91 to >99% ee) and high yields (79-95% yield). The dimethylcarbinol unit in 2-methylbut-3-yn-2-ol, which may be easily removed at the later stage to regenerate a terminal alkyne unit for further elaboration, plays a very important role in ensuring high enantioselectivity. This protocol provides easy and very general access to different terminal and non-terminal tertiary propargylic amines. The Royal Society of Chemistry 2013.
