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ChemInform Abstract: Cycloadditions of Allylsilanes. Part 16. Stereoselective Total Synthesis of (.+-.)-Fragranol by TiCl4 Promoted [2 + 2] Cycloaddition of Allyl-tert-butyldiphenylsilane and Methyl Methacrylate.

✍ Scribed by Hans-Joachim Knoelker; Gerhard Baum; Oliver Schmitt; Guenter Wanzl

Publisher: John Wiley and Sons
Year: 2010
Weight: 35 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199948189

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✦ Synopsis

Cycloadditions of Allylsilanes. Part 16. Stereoselective Total Synthesis of (±)-Fragranol by TiCl 4 Promoted [2 + 2] Cycloaddition of Allyl-tert-butyldiphenylsilane and Methyl Methacrylate.

-The title [2 + 2] cycloaddition followed by the modified Fleming-Tamao oxidation are the key steps in the stereoselective synthesis of racemic fragranol (VII). -

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