Practical enantiospecific synthesis of an orthogonally protected 1,4-trans-1,5-cis- 4,5-diamino-2-cyclopenten-1-ol derivative.

  • Bing Wang
  • Published 2010 in The Journal of organic chemistry

Abstract

An enantiospecific synthesis of an orthogonally protected 1,4-trans-1,5-cis-4,5-diamino-2-cyclopenten-1-ol derivative 16 is reported. The trans-diamine moiety was established by anti-specific vinyl addition to a novel threitol-derived tert-butanesulfinylimine 2 and Overman rearrangement. The cyclopentene skeleton was constructed via RCM reaction of a key 1… (More)
DOI: 10.1021/jo1009118

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