ChemInform Abstract: Structure and Reactive Behavior of Activated C=N Double Bonds. Part 12. Synthesis and Spectroscopic Properties of Chiral 1,3‐Oxazolidines.

Abstract

Structure and Reactive Behavior of Activated C=N Double Bonds. Part 12.Synthesis and Spectroscopic Properties of Chiral 1,3-Oxazolidines.-The reactions between the diol (II) and dithiocarbimidic esters such as (I) and (IV) proceed with involvement of the secondary or primary alcohol function of (II) to afford oxazolidines such as (III) and (V), respectively. The reaction between (II) and ketenedithioacetals such as (VI) proceeds with involvement of the secondary alcohol function to yield the oxazolidine (VII). The reactions of the enantiomer of (II) proceed analogously. The structures of the chiral oxazolidines (13 representatives) are elucidated by IR and 1H NMR spectroscopy. -(EVERS, R.; MICHALIK, M.; J. Prakt. Chem. 333 (1991) 5, 699-710; Inst. Org. Katalyseforsch. Rostock, O-2500 Rostock 1, Fed. Rep. Ger.; DE)