Current Organic Chemistry

Atta-ur-Rahman , FRS
Honorary Life Fellow
Kings College
University of Cambridge
Cambridge
UK

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Stereoselective Indium-Mediated Allylation Reactions

Author(s): Robert B. Kargbo, Gregory R. Cook.

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

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Article Details

VOLUME: 11
ISSUE: 15
Year: 2007
Page: [1287 - 1309]
Pages: 23
DOI: 10.2174/138527207782023139
Price: $58