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

Autor:	Yang Liu, Maosheng Cheng, Chun-Xian He, Maocai Yan, Jiao Liu, Qing-Chun Xu
Rok vydání:	2008
Předmět:	chemistry.chemical_compound Acetic acid chemistry Stereochemistry Silica gel Protodioscin Organic chemistry General Chemistry Tautomer Kryptogenin
Zdroj:	Chemistry Letters. 37:780-781
ISSN:	1348-0715 0366-7022
DOI:	10.1246/cl.2008.780
Popis:	The acid-catalyzed tautomerization of 3-0-substituted kryptogenin 2 was studied, and the effects of acids such as silica gel, TMSOTf, acetic acid, and CDCl 3 , 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.
Databáze:	OpenAIRE
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