Absolute configuration of 2-(tributylstannyl)pyrrolidine by anomalous dispersion X-ray analysis.
Enantiopure 2-(tributylstannyl)pyrrolidine hydroiodide may be prepared in excellent yield by TMSI treatment of the corresponding N-Boc compound, which is in turn prepared by asymmetric deprotonation (s-BuLi.sparteine) and stannylation, as described in the literature. Crystals of the hydroiodide salt suitable for X-ray analysis were obtained, and although there is some disorder about the butyl groups, analysis using anomalous dispersion establishes the absolute configuration as S.
Gawley
Robert E
RE
Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, Arkansas 72701, USA. bgawley@uark.edu
Narayan
Sanjay
S
Vicic
David A
DA
D018360:Crystallography, X-Ray; D008968:Molecular Conformation; D011759:Pyrrolidines / Q000737:chemistry*; D013034:Sparteine / Q000737:chemistry*; D013237:Stereoisomerism
D011759:Pyrrolidines; D013034:Sparteine