Abstract
Since the discovery that indium could affect a Barbier-type allylation of carbonyls in water over a decade ago, interest in the utility of indium metal and its salts to influence organic transformations has increased exponentially. Control of chemo-, regio-, and especially stereoselectivity in indium-mediated reactions has proven to be a challenge, however, examples of such discerning processes are now beginning to appear on a regular basis. Indium has been found to be effective in the allylation of carbonyls, carbometallation of some alkenes and alkynes. It has also been shown to be a reducing agent for a variety of organic functional groups, mediators for a variety of coupling reactions, and more recently indium reagents have been utilized as initiators for radical transformations. This review presents an overview of the development of stereoselective indium-mediated organometallic reactions.
Keywords: Diastereoselectivity, enantioselectivity, Pseudopterane, Chiral Acceptors, allylindium species, Propargyl Reactions
Current Organic Chemistry
Title: Stereoselective Indium-Mediated Allylation Reactions
Volume: 11 Issue: 15
Author(s): Robert B. Kargbo and Gregory R. Cook
Affiliation:
Keywords: Diastereoselectivity, enantioselectivity, Pseudopterane, Chiral Acceptors, allylindium species, Propargyl Reactions
Abstract: Since the discovery that indium could affect a Barbier-type allylation of carbonyls in water over a decade ago, interest in the utility of indium metal and its salts to influence organic transformations has increased exponentially. Control of chemo-, regio-, and especially stereoselectivity in indium-mediated reactions has proven to be a challenge, however, examples of such discerning processes are now beginning to appear on a regular basis. Indium has been found to be effective in the allylation of carbonyls, carbometallation of some alkenes and alkynes. It has also been shown to be a reducing agent for a variety of organic functional groups, mediators for a variety of coupling reactions, and more recently indium reagents have been utilized as initiators for radical transformations. This review presents an overview of the development of stereoselective indium-mediated organometallic reactions.
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Cite this article as:
Kargbo B. Robert and Cook R. Gregory, Stereoselective Indium-Mediated Allylation Reactions, Current Organic Chemistry 2007; 11 (15) . https://dx.doi.org/10.2174/138527207782023139
DOI https://dx.doi.org/10.2174/138527207782023139 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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