Access to optically pure nitrogen heterocycles based on hydrozirconation of unsaturated secondary amines

作者：Ahari M'hamed; Joosten Antoine; Vasse Jean Luc; Szyrnoniak Jan^*

来源：Synthesis, 2008, (1): 61-68.

DOI：10.1055/s-2007-990898

• hydrozirconation
• nitrogen heterocycles
• pyrrolidines
• enantiomers

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-phenylglycinol as the chiral inductor.

• 出版日期2008-1-3