Preparation of enantiomerically enriched α-aminoorganostannanes and their applications in stereoselective synthesis.
This review deals with the preparation of chiral, nonracemic α-aminoorganostannanes and their applications in asymmetric synthesis. The pioneering works in this field date back almost 20 years ago and since then extensive research has been carried out to develop efficient and selective routes to highly enantioenriched α-aminoorganostannanes. The facile Sn/Li transmetalation of these compounds by n-BuLi has led to various applications in stereoselective synthesis. Selected examples using chiral α-aminoorganostannanes as starting materials will be reported.
Coeffard
Vincent
V
Université de Nantes, CNRS, Chimie et Interdisciplinarité: Synthèse, Analyse, Modélisation (CEISAM), UMR CNRS 6230, Faculté des Sciences et des Techniques, BP 92208, 44322 Nantes, Cedex 3, France.
Beaudet
Isabelle
I
Quintard
Jean-Paul
JP
Le Grognec
Erwan
E
D007202:Indicators and Reagents; D008094:Lithium / Q000737:chemistry; D008670:Metals / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry; D009947:Organotin Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism; D014001:Tin / Q000737:chemistry*
D007202:Indicators and Reagents; D008670:Metals; D009942:Organometallic Compounds; D009947:Organotin Compounds; C434823:n-butyllithium; D014001:Tin; D008094:Lithium