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Synfacts 2007(8): 0787-0787
DOI: 10.1055/s-2007-968711
DOI: 10.1055/s-2007-968711
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York
Formal Synthesis of Biotin
E. Rogers, H. Araki, L. A. Batory, C. E. McInnis, J. T. Njardarson*
Cornell University, Ithaca, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
24. Juli 2007 (online)
Significance
A new synthesis of dihydrothiophenes entails the Cu(II)-catalyzed ring expansion of vinyl thiiranes at elevated temperature. The reaction was used to synthesize intermediate F in a previous synthesis of biotin and intermediate J, a component of Plavix. Ten further examples were reported with yields ranging from 35-95%.