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Synthesis 2001(9): 1281-1301
DOI: 10.1055/s-2001-15217
REVIEW
© Georg Thieme Verlag Stuttgart · New York

Tartaric Acid and Tartrates in the Synthesis of Bioactive Molecules

Arun K. Ghosh*, Elena S. Koltun, Geoffrey Bilcer
Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607, USA
Fax: +1(312)9960431; e-Mail: arunghos@uic.edu;
Further Information

Publication History

Received 19 February 2001
Publication Date:
24 September 2004 (online)

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Abstract

A review on the syntheses of bioactive compounds published since 1995 using tartaric acid and its derivatives as synthons is presented.

  • 1 Introduction

  • 2 Acyclic 1,2-Diols

  • 2.1 PQ-8

  • 2.2 Panaxydol

  • 2.3 Panaxytriol

  • 2.4 (+)-Polyoxin J

  • 2.5 Sphingofungin F

  • 2.6 (+)-Bengamide E

  • 3 Carbocycles

  • 3.1 (-)-Rishitin

  • 3.2 (-)-Methyl Jasmonate and (+)-Methyl Epijasmonate

  • 3.3 (+)- and (-)-Isoterrein

  • 3.4 Erythrina alkaloids

  • 3.5 (+)-Condutirol-E

  • 4 Furans and Pyrans

  • 4.1 (-)-Koninginin A

  • 4.2 (+)-Koninginin D

  • 4.3 Thromboxane B2

  • 4.4 (-)-Kumausallene

  • 4.5 Zaragozic Acid C

  • 5 Lactones and Lactams

  • 5.1 (-)-Cinatrin C1 and C3

  • 5.2 (S,S)-Sapinofuranone B

  • 5.3 (+)-Muricatacin

  • 5.4 Syringolide, Secosyrin and Syributin

  • 5.5 (+)-Boronolide

  • 5.6 Pinolidoxin

  • 5.7 l-Biopterin

  • 6 Nitrogen Heterocycles

  • 6.1 (-)-Anisomycin and (+)-Polyoxamic Acid

  • 6.2 (-)-Deacetylanisomycin

  • 6.3 Nectrisine

  • 6.4 DAB-1, LAB-1

  • 6.5 Lentiginosine

  • 6.6 Trapoxin B

  • 6.7 (+)-FR900482

  • 6.8 Curasin A

  • 7 Miscellaneous Compounds

  • 8 Conclusion

Key words

tartaric acid - tartrate - synthesis - natural products - bioactive