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Indium(III) Chloride Promoted Highly Efficient Tandem Rearrangement–α-Addition Strategy towards the Synthesis of α-Hydroxyamides

Abstract A new tandem process is reported that provides access to α-hydroxyamides from epoxides for the first time. Herein, we explore ­InCl 3 -mediated tandem rearrangement of epoxides to aldehydes and α-addition of TosMIC to in situ derived aldehydes. An unprecedented C–C bond-forming reaction is...

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Published in:Synlett 2016-07, Vol.27 (11), p.1693-1698
Main Authors: Lingaswamy, Kadari, Mohan, Dumpala, Krishna, Palakodety Radha, Prapurna, Y. Lakshmi
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container_issue 11
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container_title Synlett
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creator Lingaswamy, Kadari
Mohan, Dumpala
Krishna, Palakodety Radha
Prapurna, Y. Lakshmi
description Abstract A new tandem process is reported that provides access to α-hydroxyamides from epoxides for the first time. Herein, we explore ­InCl 3 -mediated tandem rearrangement of epoxides to aldehydes and α-addition of TosMIC to in situ derived aldehydes. An unprecedented C–C bond-forming reaction is disclosed that features mild conditions, high yields, and shorter reaction times.
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title Indium(III) Chloride Promoted Highly Efficient Tandem Rearrangement–α-Addition Strategy towards the Synthesis of α-Hydroxyamides
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