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Synthesis 1999; 1999(4): 669-675
DOI: 10.1055/s-1999-3447
DOI: 10.1055/s-1999-3447
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.
Synthesis of Racemic and Enantiopure 2-Alkylsulfinyl Dithioacetates and Thioacetamides
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Publikationsverlauf
Publikationsdatum:
31. Dezember 1999 (online)
![](https://www.thieme-connect.de/media/synthesis/199904/lookinside/thumbnails/10.1055-s-1999-3447-1.jpg)
New 2-alkylsulfinyl dithioacetates and thioacetamides have been prepared. The asymmetric synthesis of (R)-2-(cyclohexylsulfinyl)-N,N-dimethylthioacetamide from previously unreported (S)-diacetone-d-glucose cyclohexanesulfinate was achieved in excellent yield (91%) and enantiomeric excess (98%). Methyl (R)-2-(cyclohexylsulfinyl)dithioacetate (98% ee) was obtained from chiral cyclohexyl methyl sulfoxide (99% ee).
sulfoxide - thioamide - dithioester - asymmetric synthesis - chiral sulfinate