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Stereoelectronic Features in Indium Mediated Allylation

Dr. Pervinder Kaur

Published by LAP LAMBERT Academic Publishing
ISBN 10: 3845473924 / ISBN 13: 9783845473925
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Title: Stereoelectronic Features in Indium Mediated...

Publisher: LAP LAMBERT Academic Publishing

Binding: Paperback

Book Condition: New

Book Type: Paperback


Paperback. 164 pages. Dimensions: 8.7in. x 5.9in. x 0.4in.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 ketoneimine carbon makes the transfer of allyl group to ketoneimine 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. This item ships from multiple locations. Your book may arrive from Roseburg,OR, La Vergne,TN. Bookseller Inventory # 9783845473925

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