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Synlett 1991; 1991(3): 160-162
DOI: 10.1055/s-1991-20662
DOI: 10.1055/s-1991-20662
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.
2-Trimethylsiloxy-1,3-dioxolanes: A Novel Protective Group for Carboxylic Acids
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Publikationsverlauf
Publikationsdatum:
07. März 2002 (online)
![](https://www.thieme-connect.de/media/synlett/199103/lookinside/thumbnails/10.1055-s-1991-20662-1.jpg)
Carboxylic acids 1 are protected effectively as silyl ortho esters 2 (2-alkyl-2-trimethylsiloxy-4,4,5-triphenyl-1,3-dioxolanes) by esterification with triphenylglycol, deprotonation with butyllithium or lithium diisopropylamide and subsequent treatment with chlorotrimethylsilane. The novel protective group, which can be introduced and removed under non-acidic conditions, displays stability against alkyllithium reagents.