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Iridoide, X: Stereospezifische Synthese von Iridoid-α-glucosiden

✍ Scribed by Tietze, Lutz- F. ;Marx, Peter

Publisher: Wiley (John Wiley & Sons)
Year: 1978
Tongue: English
Weight: 196 KB
Volume: 111
Category: Article
ISSN: 0009-2940
DOI: 10.1002/cber.19781110638

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✦ Synopsis

Iridoids, X: Stereospecific Synthesis of Iridoid‐α‐glucosides

Treatment of the iridoidaglycone 3 with 1,2‐anhydro‐α‐D‐glucopyranose triacetate (Brigls anhydride, 4) in the presence of a trace of boron trifluoride/ether led stereospecifically to the α‐glucosides 7, 8, and 9, with 38% yield. In an analogous reaction 10 was formed from 2.

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