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Synthesis 2003(2): 0201-0204
DOI: 10.1055/s-2003-36817
DOI: 10.1055/s-2003-36817
PAPER
© Georg Thieme Verlag Stuttgart · New York
Stereoselective Syntheses of (E)-α,β-Dehydroamino Acids and (E)-α,β-Dehydropeptides by Stereospecific Dehydration with 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC)
Further Information
Received
10 September 2002
Publication Date:
22 January 2003 (online)
Publication History
Publication Date:
22 January 2003 (online)
Abstract
Highly stereoselective syntheses of (E)-α,β-dehydroamino acids and (E)-α,β-dehydropeptides have been achieved in good yields by stereospecific dehydration of threo-β-hydroxy-α-amino acid derivatives using 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) and CuCl2.
Key words
α,β-dehydroamino acids - α,β-dehydropeptides - stereospecific dehydration - syn-elimination - carbodiimide.
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References
In the case of CuCl similar result (90% yield, E:Z = 96:4) was obtained.