Synthesis of Cyanoacetyl Oxazolidinones

Kaitlyn M. Weeber; Jacob B. Schwarz

doi:10.1055/s-0031-1291123

Synthesis, Table of Contents

Synthesis 2012; 44(13): 1993-1996
DOI: 10.1055/s-0031-1291123

paper

Synthesis of Cyanoacetyl Oxazolidinones

Authors

Kaitlyn M. Weeber

Genentech, Inc., 1 DNA Way, S. San Francisco, CA 94080, USA, Fax: +1(650)7424943 Email: schwarz.jacob@gene.com
Jacob B. Schwarz*

Genentech, Inc., 1 DNA Way, S. San Francisco, CA 94080, USA, Fax: +1(650)7424943 Email: schwarz.jacob@gene.com

Abstract

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Abstract

Carefully controlled displacement of chiral chloroacetyl imides with cyanide afforded previously unreported cyanoacetimides in good overall yield. Knoevenagel condensation of the cyanoacetimides to furnish acrylonitriles was also demonstrated.

Key words

oxazolidinone - Knoevenagel - cyanoacetic - chloroacetic - tetrabutylammonium cyanide

Full Text

References

References
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11 In entry 8, a modified chromatography eluent system (EtOAc–CH₂Cl₂) was utilized owing to reduced solubility of product 1d, see the experimental section
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Supplementary Material

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