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Epimerization of 2′-Carbonylalkyl-C-glycosides via Enolation, β-Elimination and Intramolecular Cycloaddition.

✍ Scribed by Zerong Wang; Huawu Shao; Edith Lacroix; Shih-Hsiung Wu; Harold J. Jennings; Wei Zou


Publisher
John Wiley and Sons
Year
2004
Weight
208 KB
Volume
35
Category
Article
ISSN
0931-7597

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✦ Synopsis


Abstract

For Abstract see ChemInform Abstract in Full Text.


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✍ Wolfgang Oppolzer; Elmar Flaskamp; Lothar W. Bieber 📂 Article 📅 2001 🏛 John Wiley and Sons 🌐 German ⚖ 72 KB 👁 2 views

An efficient asymmetric synthesis in nine steps of natural (À)-pumiliotoxin C (1), a decahydroquinoline alkaloid found in the skin of Central American frog species, is presented. The enantiomerically pure starting material (S)-norvalinol (3), obtained from commercial (S)-norvaline, was cyclized in a