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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Bibliographic Details
Published in:Synlett 2016-07, Vol.27 (11), p.1693-1698
Main Authors: Lingaswamy, Kadari, Mohan, Dumpala, Krishna, Palakodety Radha, Prapurna, Y. Lakshmi
Format: Article
Language:English
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Summary: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.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0035-1561602