Record number :
1886353
Title of article :
An efficient synthesis of 1,4-dideoxy-1,4-imino-d- and l-arabinitol and 1,4-dideoxy-1,4-imino-d- and l-xylitol from chiral aziridines
Author/Authors :
Choi، نويسنده , , Hwan Geun and Park، نويسنده , , Dong-Sik and Lee، نويسنده , , Won Koo and Sim، نويسنده , , Taebo Sim، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2013
Pages :
3
From page :
5775
To page :
5777
Abstract :
A highly efficient method for the synthesis of 1,4-dideoxy-1,4-imino-d- and l-arabinitol (d-AB1, 1 and l-AB1, 3) and 1,4-dideoxy-1,4-imino-d- and l-xylitol (d-DIX, 2 and l-DIX, 4) starting from commercially available chiral aziridines was developed. The general strategy employs a sequence involving two-carbon homologation, dihydroxylation, and regioselective aziridine ring opening/intramolecular five-membered iminosugar ring formation. The facile use of recrystallization to generate pure diastereomers makes the routes more amenable to large-scale synthesis.
Keywords :
d-AB1/l-AB1 , d-DIX/l-DIX , natural product , Efficient synthesis , Chiral aziridines
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters
Serial Year :
2013
Link To Document :
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