The title compound 3, an intermediate in the synthesis of fluorocarbapenems, is obtained with high stereocontrol by the condensation of (R)-(+)-ethyl 4,4,4-trifluoro-3-hydroxybutanoate with N-trimethylsilyl cinnamylidenimine. X-Ray diffraction analysis of the condensation product and chemical correlations allowed the unambiguous determination of the absolute configuration. (C) 1998 Elsevier Science Ltd. All rights reserved.
Stereoselective synthesis and absolute configuration of (1 ' R,3R,4R)-4-acetoxy-3-(2 ',2 ',2 '-trifluoro-1 '-hydroxyethyl)-azetidin-2-one / Antolini, Luciano; Forni, Arrigo; Davoli, Paolo; Moretti, Irene; Prati, Fabio. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - STAMPA. - 9:(1998), pp. 285-292.
Stereoselective synthesis and absolute configuration of (1 ' R,3R,4R)-4-acetoxy-3-(2 ',2 ',2 '-trifluoro-1 '-hydroxyethyl)-azetidin-2-one
ANTOLINI, Luciano;FORNI, Arrigo;DAVOLI, Paolo;MORETTI, Irene;PRATI, Fabio
1998
Abstract
The title compound 3, an intermediate in the synthesis of fluorocarbapenems, is obtained with high stereocontrol by the condensation of (R)-(+)-ethyl 4,4,4-trifluoro-3-hydroxybutanoate with N-trimethylsilyl cinnamylidenimine. X-Ray diffraction analysis of the condensation product and chemical correlations allowed the unambiguous determination of the absolute configuration. (C) 1998 Elsevier Science Ltd. All rights reserved.
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