Addition of Allylsilanes and Silyl Enol Ethers to Small Oxygenated Rings: New Tools for Organic Synthesis

Author(s): Carmen Hernandez-Cervantes, Miriam Alvarez-Corral, Manuel Munoz-Dorado, Ignacio Rodriguez-Garcia.

Journal Name: Current Organic Chemistry

Volume 18 , Issue 5 , 2014

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Abstract:

Stereoselective synthesis of new C-C bonds is one of the main objectives of organic chemistry. In this field, silyl activation of alkenes is a useful organic tool in a huge number of Lewis acid promoted reactions due to the ability of the silicon to stabilize neighboring cations. This review summarizes the Lewis acid promoted addition of silyl enol ethers and allylsilanes to epoxides and other small oxygenated rings, which has proved to be an efficient method of synthesis of asymmetric alcohols and other target compounds.

Keywords: Alcohol, allylsilane, allylsiloxane, biomimetic cyclization, bishomoallylic alcohol, lactone, oxetane, oxirane, γ-hydroxyketone, propargylsilane.

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Article Details

VOLUME: 18
ISSUE: 5
Year: 2014
Page: [525 - 546]
Pages: 22
DOI: 10.2174/1385272819666140201002221
Price: $58

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