180305-84-4Relevant academic research and scientific papers
Two useful methods for the preparation of (R)- and (S)-N-methyl-1-phenyl-2-(1-pyrrolidinyl)ethanamine
De Sousa, Simon E.,O'Brien, Peter,Poumellec, Pierre
, p. 2613 - 2618 (1997)
Two methods for the efficient preparation of either enantiomer of the synthetically useful diamine N-methyl-1-phenyl-2-(1-pyrrolidinyl)ethanamine are reported. Each of the methods starts from readily available materials (styrene oxide or phenylglycinol) a
C-H Functionalization of Amino Alcohols by Osmium Tetroxide/NMO or TPAP/NMO: Protecting Group-Free Synthesis of Indolizidines (–)-223AB and 3-epi-(–)-223AB
Chen, Wei-Lun,Wang, Lee-Ya,Li, Yu-Jang
supporting information, p. 103 - 107 (2020/01/02)
The oxidative cyclization of amino alcohols by osmium tetroxide/NMO or tetrapropylammonium perruthenate (TPAP)/NMO was found to provide an N,O-acetal moiety through the trapping of the resulting iminium ion by the alcohol. These two transformations were demonstrated in the synthesis of indolizidines (–)-223AB and 3-epi-(–)-223AB.
Two expedient methods for the preparation of chiral diamines
De Sousa, Simon E.,O'Brien, Peter,Poumellec, Pierre
, p. 1483 - 1492 (2007/10/03)
A study on the development of methodology for the synthesis of chiral diamines is reported. Two synthetic approaches are described both of which involve the generation and subsequent reaction of aziridinium ions. One of the methods is a one-pot preparatio
A simple and efficient method for the preparation of homochiral amines: Application to the synthesis of a new C2 symmetric triamine
O'Brien, Peter,Poumellec, Pierre
, p. 5619 - 5622 (2007/10/03)
Using a one-pot reaction, (R)-styrene oxide has been converted into a variety of novel diamines and a C2 symmetric triamine. Yields range from 63-93%. The method is simple, efficient and is considerably shorter than other synthetic approaches.
