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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.

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