An Improved Synthesis of Methyl Protodioscin: Tautomerization and Direct Access to the 3-O-Substituted Kryptogenin

作者：Qing‐Chun Xu, Yang Liu, Jiao Liu, Chun‐Xian He, Maocai Yan, Maosheng Cheng · 发表于：Chemistry Letters · 年份：2008 · DOI：10.1246/cl.2008.780 · 被引用次数：4 · 研究领域：Phytochemical Studies and Bioactivities、Natural product bioactivities and synthesis、Marine Sponges and Natural Products

Abstract The acid-catalyzed tautomerization of 3-O-substituted kryptogenin 2 was studied, and the effects of acids such as silica gel, TMSOTf, acetic acid, and CDCl3, are discussed. Additionally, a Zn/KI/HOAc reduction based on this tautomerization was adopted, which afforded 2 directly, and provided a facile procedure for the synthesis of methyl protodioscin and other furostanol saponins in a mild way.