Synthesis of d-arabinose-derived polyhydroxylated pyrrolidine, indolizidine and pyrrolizidine alkaloids. Total synthesis of hyacinthacine A₂

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• 作者：Ignacio Delso ; Tomá ; s Tejero ; Andrea Goti ; Pedro Merino
• 关键词：Alkaloids ; Pyrrolidines ; Nitrones
• 刊名：Tetrahedron
• 出版年：2010
• 出版时间：6 February 2010
• 年：2010
• 卷：66
• 期：6
• 页码：1220-1227
• 全文大小：690 K

文摘

Several new polyhydroxylated alkaloids including pyrrolidines with a long side chain and 3-(hydroxymethyl) indolizidines were prepared from a common nitrone easily obtained from d-arabinose. In addition, a total synthesis of hyacinthacine A₂ has been achieved in five steps and 67.7 % overall yield starting from the same d-arabino-derived nitrone. All synthesized compounds have a common structural feature consisting of a pyrrolidine ring with d-arabino configuration.