116830-29-6Relevant academic research and scientific papers
Access to optically pure nitrogen heterocycles based on hydrozirconation of unsaturated secondary amines
Ahari, M'hamed,Joosten, Antoine,Vasse, Jean-Luc,Szymoniak, Jan
, p. 61 - 68 (2008/12/21)
Optically active N-heterocycles with four-, five-, or six-membered rings can be prepared from unsaturated secondary amines, by using a one-pot hydrozirconation/iodination sequence as the key step. The presented method allows the preparation of 2-substituted pyrrolidines enantiomeric to those previously obtained from N-allyloxazolidines. The two approaches use the same reagents (allyl bromide and aldehydes) and the same (R)-2-phenyl-glycinol as the chiral inductor. Georg Thieme Verlag Stuttgart.
Stereoselective synthesis of pyrrolidines from N-allyl oxazolidines via hydrozirconation-cyclization
Vasse, Jean-Luc,Joosten, Antoine,Denhez, Clement,Szymoniak, Jan
, p. 4887 - 4889 (2007/10/03)
(Chemical Equation Presented) A new diastereoselective synthesis of pyrrolidines from readily available chiral N-allyl oxazolidines is presented. The construction of the pyrrolidine ring is achieved via a tandem hydrozirconation-stereoselective Lewis acid
ASYMMETRIC SYNTHESIS XIII SYNTHESIS OF 2-ALKYLPYRROLIDINES : TOWARDS AZABICYCLIC SYSTEMS
Arseniyadis , S.,Huang , P. Q.,Husson , H.-P.
, p. 631 - 634 (2007/10/02)
The enantiospecific synthesis of a series of 2(S)-alkylpirrolidines from 2-cyano oxazolopyrrolidine synthon 1 is described.Two of the synthesised compunds represent key intermediates towards azabicyclic alkaloids.
