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Organocatalytic Sequential alpha-Amination/Corey-Chaykovsky Reaction of Aldehydes: A High Yield Synthesis of 4-Hydroxypyrazolidine Derivatives
Journal article   Peer reviewed

Organocatalytic Sequential alpha-Amination/Corey-Chaykovsky Reaction of Aldehydes: A High Yield Synthesis of 4-Hydroxypyrazolidine Derivatives

B. Senthil Kumar, V. Venkataramasubramanian and Arumugam Sudalai
Organic letters, Vol.14(10), pp.2468-2471
18/05/2012
PMID: 22559160

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
A tandem reaction of in situ generated a-amino aldehydes with dimethyloxosulfonium methylide under Corey-Chaykovsky reaction conditions proceeds efficiently to give 4-hydroxypyrazolidine derivatives in high yields with excellent enantio- and diastereoselectivities. This organocatalytic sequential method provides for the efficient synthesis of anti-1,2-aminoalcohols, structural subunits present in several bioactive molecules as well.

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