TY - JOUR
T1 - A stereochemical study of optically active thiazolidines
AU - Cruz, Alejandro
AU - Vásquez-Badillo, Aurora
AU - Ramos-García, Iris
AU - Contreras, Rosalinda
N1 - Funding Information:
A.C. is grateful for financial support from Conacyt Mexico (Grant No. 32190-E). The authors would like to thank Professor Bernd Wrackmeyer for the critical reading.
PY - 2001/4/2
Y1 - 2001/4/2
N2 - We report a stereochemical study of a series of free N-H and N-methylated 1,3-thiazolidines bearing H or CH3 at C-(2). These compounds were readily prepared from ephedrine and pseudoephedrines. The stereochemistry of the compounds under study was deduced using 1H and 13C NMR spectroscopy. Two isomers were found for compounds having a methyl group at C-(2) (i.e. C-(2)HCH3); interconversion of these isomers, presumably via a non-cyclic zwitterionic intermediate, was observed.
AB - We report a stereochemical study of a series of free N-H and N-methylated 1,3-thiazolidines bearing H or CH3 at C-(2). These compounds were readily prepared from ephedrine and pseudoephedrines. The stereochemistry of the compounds under study was deduced using 1H and 13C NMR spectroscopy. Two isomers were found for compounds having a methyl group at C-(2) (i.e. C-(2)HCH3); interconversion of these isomers, presumably via a non-cyclic zwitterionic intermediate, was observed.
UR - http://www.scopus.com/inward/record.url?scp=0035794260&partnerID=8YFLogxK
U2 - 10.1016/S0957-4166(01)00117-3
DO - 10.1016/S0957-4166(01)00117-3
M3 - Artículo
SN - 0957-4166
VL - 12
SP - 711
EP - 717
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
IS - 5
ER -