Concepedia

Synthesis and Chemistry of Bridgehead Allylsilanes. Stereoselective Reactions with Aldehydes

Ryan Lauchli, John M. Whitney, Liang Zhu, Kenneth J. Shea

Organic Letters · 2005 · 10 citations · 11 references

DOI

Concepts

Abstract

A type II intramolecular Diels-Alder reaction provides access to bicyclo[5.3.1] ring systems with an imbedded bridgehead allylsilane. The Lewis acid catalyzed reactions of these compounds with aldehydes proceed efficiently and with control of stereochemistry. [reaction: see text]

References

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