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Chelation-controlled cyclization of β-ketoester-substituted and β-ketoamide-substituted allylsilanes.

✍ Scribed by Gary A Molander; Steven W Andrews

Book ID: 104218810
Publisher: Elsevier Science
Year: 1986
Tongue: French
Weight: 200 KB
Volume: 27
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)84729-2

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✦ Synopsis

The first examples of Lewis acid-catalyzed chelation-controlled cyclization reactions are reported.

Titanium tetrachloride-initiated cyclization of 8-ketoester and S-ketoamide-substituted allylsilanes proceeds in isolated yields of 65-88X, providing a single diastereomeric product in each case.

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