The Xanthate Route to Amino Acids

The degenerative xanthate addition transfer to alkenes allows the synthesis of a broad range of protected, and in some cases enantiopure, α, β, and γ-amino acids, including proline and pipecolic derivatives, as well as fluorinated congeners and β-lactams. The radical addition furnishes naturally lat...

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Main Author: Samir Z. Zard
Format: Article
Language:deu
Published: Swiss Chemical Society 2020-02-01
Series:CHIMIA
Subjects:
Online Access:https://www.ingentaconnect.com/contentone/scs/chimia/2020/00000074/00000001/art00003
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author Samir Z. Zard
author_facet Samir Z. Zard
author_sort Samir Z. Zard
collection DOAJ
description The degenerative xanthate addition transfer to alkenes allows the synthesis of a broad range of protected, and in some cases enantiopure, α, β, and γ-amino acids, including proline and pipecolic derivatives, as well as fluorinated congeners and β-lactams. The radical addition furnishes naturally latent mercapto-α-amino acids that are ideally equipped for native chemical ligation. Most of the amino acid structures accessible rapidly by this chemistry would otherwise require tedious multi-step syntheses.
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spelling doaj.art-a645ede86e564ba2b048b4cbcea556dc2022-12-22T00:04:16ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24242020-02-01741/291710.2533/chimia.2020.9The Xanthate Route to Amino AcidsSamir Z. Zard0Laboratoire de Synthèse Organique, UMR 7652, Ecole Polytechnique, 91128 Palaiseau, FranceThe degenerative xanthate addition transfer to alkenes allows the synthesis of a broad range of protected, and in some cases enantiopure, α, β, and γ-amino acids, including proline and pipecolic derivatives, as well as fluorinated congeners and β-lactams. The radical addition furnishes naturally latent mercapto-α-amino acids that are ideally equipped for native chemical ligation. Most of the amino acid structures accessible rapidly by this chemistry would otherwise require tedious multi-step syntheses.https://www.ingentaconnect.com/contentone/scs/chimia/2020/00000074/00000001/art00003amino acidsnative chemical ligationradical additionxanthates
spellingShingle Samir Z. Zard
The Xanthate Route to Amino Acids
CHIMIA
amino acids
native chemical ligation
radical addition
xanthates
title The Xanthate Route to Amino Acids
title_full The Xanthate Route to Amino Acids
title_fullStr The Xanthate Route to Amino Acids
title_full_unstemmed The Xanthate Route to Amino Acids
title_short The Xanthate Route to Amino Acids
title_sort xanthate route to amino acids
topic amino acids
native chemical ligation
radical addition
xanthates
url https://www.ingentaconnect.com/contentone/scs/chimia/2020/00000074/00000001/art00003
work_keys_str_mv AT samirzzard thexanthateroutetoaminoacids
AT samirzzard xanthateroutetoaminoacids