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The asymmetric synthesis of (2 S ,3 R )-capreomycidine

Authors :
Duane E. DeMong
Robert M. Williams
Source :
Tetrahedron Letters. 42:3529-3532
Publication Year :
2001
Publisher :
Elsevier BV, 2001.

Abstract

An improved asymmetric synthesis of the guanidine-containing amino acid (2 S ,3 R )-capreomycidine has been achieved in seven steps and 28% overall yield. The key synthetic step involved a Mannich-type reaction between a chiral glycine aluminum enolate and the benzyl-imine of 3- tert -butyldimethylsiloxy-propionaldehyde.

Details

ISSN :
00404039
Volume :
42
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........896331ffab5229c5ac58d183f5542310
Full Text :
https://doi.org/10.1016/s0040-4039(01)00487-7