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Synlett 1991; 1991(11): 807-808
DOI: 10.1055/s-1991-20884
DOI: 10.1055/s-1991-20884
letter
© 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.
Asymmetric Synthesis of (S)-2-Chloroalkanoic Acids with High Enantiomeric Excess by Diastereoselective Halogenation of α-D-Glucofuranose-Derived Silyl Ketene Acetals
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Publikationsverlauf
Publikationsdatum:
07. März 2002 (online)
![](https://www.thieme-connect.de/media/synlett/199111/lookinside/thumbnails/10.1055-s-1991-20884-1.jpg)
Chlorination with N-chlorosuccinimide of silyl ketene acetals 2 prepared from chiral esters 1 (1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 3-alkanoates) and subsequent saponification of 2-chloro esters 3 provides (S)-2-chloroalkanoic acids with 75-90% enantiomeric excess and 65-72% overall yield from esters 1.