Stereoselective synthesis of pyrrolidines from N-allyl oxazolidines via hydrozirconation-cyclization.
[reaction: see text] 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 mediated cyclization sequence.
Vasse
Jean-Luc
JL
Réactions Sélectives et Applications, CNRS (UMR 6519) and Université de Reims, France.
Joosten
Antoine
A
Denhez
Clément
C
Szymoniak
Jan
J
D003500:Cyclization; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry*; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D015040:Zirconium / Q000737:chemistry*
D010080:Oxazoles; D011759:Pyrrolidines; C064210:oxazolidine; D015040:Zirconium