Stereoelectronic Features in Indium Mediated Allylation: Synthesis of Homoallylic Alcohols/ Amines and Their Transformations - Image 1

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LAP Lambert Academic Publishing Stereoelectronic Features in Indium Mediated Allylation: Synthesis of Homoallylic Alcohols/ Amines and Their Transformations

Name: Stereoelectronic Features in Indium Mediated Allylation: Synthesis of Homoallylic Alcohols/ Amines and Their Transformations
Brand: LAP Lambert Academic Publishing
Price: 60.0 GBP
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Organic Chemistry

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Homoallylic alcohols and amines are fundamental building blocks for many biologically active compounds. The allylation of carbonyl compounds with allyl organometallic reagents constitutes a simple and straight forward approach for their synthesis. Allyl indium reagents have emerged as a reagent of choice for allylation of carbonyl compounds under both aqueous and non-aqueous conditions. However, in application of this approach for the synthesis of homoallylic alcohols/ amines from ketones/ imines, the lower electrophilicity of ketone/imine carbon makes the transfer of allyl group to ketone/imine carbon much more challenging. The ease of hydrolysis of imine to carbonyl compound and amine further add to the difficulties. The present work is aimed to unravel the regio- and diastereochemical aspects in indium mediated allylation of ketones bearing proton donor groups (OH, COOH) alpha to carbonyl moiety and imines derived from heterocycles like pyridine-2-imines, quinoline-2-imines and indole-3-imines. In selected cases the homoallylic alcohols have been subjected to iodine mediated cyclization to provide 2,3-diaryltetrahydrofuran and 3-hydroxy-3,4-dihydrofuran-2(5H)-one derivatives.

Product Specifications

Brand: LAP Lambert Academic Publishing
Format: paperback
ASIN: 3845473924
Category: Books > Subjects > Science, Nature & Maths > Chemistry > Organic Chemistry
Domain: Amazon UK
Release Date: 05 September 2011
Listed Since: 16 September 2011

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LAP Lambert Academic Publishing Stereoelectronic Features in Indium Mediated Allylation: Synthesis of Homoallylic Alcohols/ Amines and Their Transformations

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LAP Lambert Academic Publishing Stereoelectronic Features in Indium Mediated Allylation: Synthesis of Homoallylic Alcohols/ Amines and Their Transformations

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