Abstract

The steroidal alkaloid solanidine (solanid-5-ene-3β-ol, II) which occurs in the potato plantSolanum tuberosum L. has been synthesized from demissidine (5α-solanidane-3β-ol, I), an alkaloid from the Mexican wild potatoSolanum demissum Lindl. The synthesis involves the following steps: 5α-solanidane-3-one, 2,4-dibromo-5α-solanidane-3-one, solanid-4-ene-3-one, 3-acetoxy-solanida-3,5-diene, and solanidine (II).

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