Diastereomeric sulfinates derived from (l)-N-methylephedrine: synthesis, applications and rearrangements

…, B Bujnicki, P Biscarini, M Mikołajczyk

Index: Drabowicz, Jozef; Bujnicki, Bogdan; Biscarini, Paolo; Mikolajczyk, Marian Tetrahedron Asymmetry, 1999 , vol. 10, # 16 p. 3177 - 3187

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Citation Number: 13

Abstract

The reaction of sulfinyl chlorides with (l)-N-methylephedrine alone or in the presence of tertiary amines was found to produce diastereomeric sulfinates with diastereomeric purities up to 90%. The diastereomeric ratio is strongly influenced by the nature of substituents on the sulfinyl chlorides and to some extent by the reaction conditions. In a few cases, the pure diastereomers were isolated by chromatography and used for the preparation of optically ...