Title of article
Double nucleophilic N-alkylation of α-oxime-esters with Grignard reagents
Author/Authors
Mizutani، نويسنده , , Yusuke and Tanimoto، نويسنده , , Hiroki and Morimoto، نويسنده , , Tsumoru and Nishiyama، نويسنده , , Yasuhiro and Kakiuchi، نويسنده , , Kiyomi، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2012
Pages
4
From page
5903
To page
5906
Abstract
Double nucleophilic N-alkylation of α-oxime-esters, affording N,N-dialkyl-α-amino acids is herein described. Grignard reagents accomplished double N-alkylations via umpolung and various N,N-dialkylated α-amino acids were successfully synthesized in 15 min. Both electron-withdrawing sulfonyl groups and electron-donating silyl and methyl groups on oximes were available. Alkylmagnesium species and (E)-configuration of α-oxime-ester were essential to this cascade reaction.
Keywords
umpolung , Amino acid , Electrophilic amination , Cascade reaction , Oxime
Journal title
Tetrahedron Letters
Serial Year
2012
Journal title
Tetrahedron Letters
Record number
1882490
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