Organocatalytic sequential alpha-amination/corey-chaykovsky reaction of aldehydes: a high yield synthesis of 4-hydroxypyrazolidine derivatives

TitleOrganocatalytic sequential alpha-amination/corey-chaykovsky reaction of aldehydes: a high yield synthesis of 4-hydroxypyrazolidine derivatives
Publication TypeJournal Article
Year of Publication2012
AuthorsB. Kumar, S, Venkataramasubramanian, V, Sudalai, A
JournalOrganic Letters
Volume14
Issue10
Pagination2468-2471
Date PublishedMAY
ISSN1523-7060
Abstract

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.

DOI10.1021/ol300739b
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)6.142
Divison category: 
Chemical Engineering & Process Development