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Synlett 2000; 2000(9): 1336-1338
DOI: 10.1055/s-2000-7149
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Asymmetric Synthesis of Cyclic β-Amino Acids

Peter O'Brien* , David W. Porter, Neil M. Smith
  • *Department of Chemistry, University of York, Heslington, York YO10 5DD, UK
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Publikationsdatum:
31. Dezember 2000 (online)

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A convenient synthesis of cyclic β-amino acid derivatives (5-, 6- and 7-rings) is achieved via a four step sequence: (i) stereoselective Michael addition of substituted α-methylbenzylamines to α,β-unsaturated chloroesters; (ii) CAN-mediated deprotection; (iii) cyclisation and (iv) α-chloroethyl chloroformate-mediated α-methylbenzylamine deprotection.

amino acids - asymmetric synthesis - Michael additions - alkaloids