• Title/Summary/Keyword: Diastereoselective nucleophilic addition

Search Result 1, Processing Time 0.015 seconds

Diastereoselective Synthesis of 1,6-Diepicastanospermine from D-Glucono-δ-lactone

  • Jang, Ki-Chang;Choi, Sung-Jun;Kim, Jin-Hyo;Lee, Jin-Hwan;Lee, Byong-Won;Park, Ki-Hun
    • Bulletin of the Korean Chemical Society
    • /
    • v.24 no.7
    • /
    • pp.921-924
    • /
    • 2003
  • Homochiral (-)-pipecolaldehyde 6 from D-glucono- δ-lactone underwent a highly diastereoselective addition upon treatment with vinylmagnesium bromide. Treatment with vinylmagnesium bromide produced antiaminoalcohol 7a which was easily converted into the synthesis of 1,6-diepicastanospermine 2.