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Letter

Synthesis and Fluoride-Promoted Wittig Rearrangements of α-Alkoxysilanes

Supporting Info

Robert E. Maleczka, Jr.,* and Feng Geng

Department of Chemistry, Michigan State University, East Lansing, Michigan 48824

Org. Lett., 1999, 1 (7), pp 1111–1113

DOI: 10.1021/ol9909132

Publication Date (Web): September 16, 1999

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, maleczka@cem.msu.edu

Abstract

Lewis acid-catalyzed reaction of allyl and benzyl trichloroacetimidates with α-silyl alcohols was found to be a general method for the synthesis of α-alkoxysilanes. Upon exposure to CsF, these α-alkoxysilanes could be made to undergo [2,3]-Wittig rearrangement with an efficiency similar to that realized by the analogous but inherently more toxic α-alkoxystannanes.

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Published In Issue October 07, 1999
Received August 5, 1999

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Letter

Synthesis and Fluoride-Promoted Wittig Rearrangements of α-Alkoxysilanes

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Mechanically Induced Solid-State Generation of Phosphorus Ylides and the Solvent-Free Wittig Reaction

A Green Chemistry Comparative Analysis of the Syntheses of (E)-4-Cyclobutyl-2-[2-(3-nitrophenyl)ethenyl] Thiazole, Ro 24-5904

Synthesis and Biological Evaluation of Photoaffinity Labeled Fusidic Acid Analogues

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