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Synlett 1996; 1996(4): 399-400
DOI: 10.1055/s-1996-5424
DOI: 10.1055/s-1996-5424
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.
First Synthesis of Methyl syn 3-CF3-Isoserinate
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2000 (online)
![](https://www.thieme-connect.de/media/synlett/199604/lookinside/thumbnails/10.1055-s-1996-5424-1.jpg)
A [2+2] cycloaddition of the trifluoromethyl aldimines 5 with a ketene provided stereoselectively the CF3-substituted β-lactam 4 in a 50 % yield. Further steps of ring opening and deprotections led to the methyl syn-3-CF3-isoserinate which is a new fluoro analogue of the C-13 side-chain of taxoids.
β-lactam - isoserine - trifluoromethyl compounds - taxol - imine cycloaddition