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Synthesis 2000; 2000(14): 2127-2130
DOI: 10.1055/s-2000-8713
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Assembly of the TAN-1057 A/B Heterocycle from a Dehydroalanine Precursor

Peishan Lin* , A. Ganesan
  • *Institute of Molecular and Cell Biology, National University of Singapore, 30 Medical Drive, Singapore 117609; Fax +44(2380)59 68 05; E-mail: ganesan@soton.ac.uk
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Publication History

Publication Date:
31 December 2000 (online)

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A tandem reaction process was used to form the tetrahydropyrimidinone core of the TAN-1057 A and B dipeptide antibiotics. Michael addition of ammonia to a dehydroalanine derivative, followed by intramolecular displacement of an S-methylisothiourea assembles the tetrahydropyrimidinone in one-step.

amino acids - antibiotics - cyclizations - nucleophilic additions - tandem reactions

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