(-)-鬼臼毒素的不对称全合成

Edward J. Bush, David W. Jones
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引用次数: 47

摘要

(-)-鬼臼毒素经8步合成,光学纯度为98%,总收率为15%。关键步骤是将邻醌类吡酮2[6,7-亚甲二氧基-1-(3,4,5-三甲氧基苯基)-2-苯并吡喃-3- 1]与手性亲二酚5[5-(-)-甲基呋喃-2(5H)- 1]进行Diels-Alder加成,具有很高的区域选择性、内选择性和表面选择性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Asymmetric total synthesis of (–)-podophyllotoxin
(–)-Podophyllotoxin of 98% optical purity has been synthesized in eight steps and in 15% overall yield. The key step, Diels–Alder addition of the o-quinonoid pyrone 2 [6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)-2-benzopyran-3-one] to the chiral dienophile 5 [5-(–)-menthyloxyfuran-2(5H)-one], proceeds with very high regio-, endo- and facial selectivity.
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