A short enantioselective synthesis of (-)-chloramphenicol and (+)-thiamphenicol using tethered aminohydroxylation

Shyla George, Srinivasarao V. Narina, Arumugam Sudalai

Research output: Contribution to journalArticlepeer-review

31 Scopus citations


An efficient enantioselective synthesis of (-)-chloramphenicol (1) and (+)-thiamphenicol (2) is described. These antibiotics have been synthesized from commercially available 4-nitrobenzaldehyde and 4-(methylthio)benzaldehyde, respectively, using tethered aminohydroxylation and Sharpless asymmetric epoxidation as the chirality inducing steps.

Original languageEnglish (US)
Pages (from-to)10202-10207
Number of pages6
Issue number43
StatePublished - Oct 23 2006

Bibliographical note

Funding Information:
S.G. and S.V.N. thank CSIR, New Delhi for the award of research fellowships. The authors are thankful to Dr. B. D. Kulkarni, Head, CEPD, for his support and encouragement.

Copyright 2008 Elsevier B.V., All rights reserved.


  • Asymmetric epoxidation
  • Asymmetric synthesis
  • Kinetic resolution
  • Tethered aminohydroxylation

Fingerprint Dive into the research topics of 'A short enantioselective synthesis of (-)-chloramphenicol and (+)-thiamphenicol using tethered aminohydroxylation'. Together they form a unique fingerprint.

Cite this