About: A stereoselective total synthesis of the HCl salts of mycestericins F, G and ent-F     Goto   Sponge   NotDistinct   Permalink

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  • The total synthesis of the HCl salts of two natural sphingolipid-related amino acid derivatives, mycestericins F 4 and G 5 together with unnatural ent-4 center dot HCl, starting from the four crucial scaffolds 6, 8, 9, 11 and utilizing the Wittig reaction to build the C-20 backbone, has been achieved. The selection of selective functional group interconversions accompanied with suitable protection-deprotection protocols in the coupling products 20 and 34 gave the desired structures.
  • The total synthesis of the HCl salts of two natural sphingolipid-related amino acid derivatives, mycestericins F 4 and G 5 together with unnatural ent-4 center dot HCl, starting from the four crucial scaffolds 6, 8, 9, 11 and utilizing the Wittig reaction to build the C-20 backbone, has been achieved. The selection of selective functional group interconversions accompanied with suitable protection-deprotection protocols in the coupling products 20 and 34 gave the desired structures. (en)
Title
  • A stereoselective total synthesis of the HCl salts of mycestericins F, G and ent-F
  • A stereoselective total synthesis of the HCl salts of mycestericins F, G and ent-F (en)
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  • A stereoselective total synthesis of the HCl salts of mycestericins F, G and ent-F
  • A stereoselective total synthesis of the HCl salts of mycestericins F, G and ent-F (en)
skos:notation
  • RIV/60461373:22330/13:43895417!RIV14-MSM-22330___
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  • S
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  • 2-3
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  • 59089
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  • RIV/60461373:22330/13:43895417
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  • (+)-MYRIOCIN; REARRANGEMENT; IMMUNOSUPPRESSANTS; KEY REACTION; FUNGAL METABOLITES; ENANTIOSELECTIVE SYNTHESIS; ALPHA-AMINO-ACID; L-THREONINE ALDOLASE; ASYMMETRIC TOTAL-SYNTHESIS; ISARIA-SINCLAIRII METABOLITE (en)
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  • [9798AC5DBC18]
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  • Tetrahedron Asymmetry
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  • 24
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  • Gonda, Jozef
  • Martinková, Miroslava
  • Oroszová, Beáta
  • Raschmanova, Jana Spakova
  • Uhríková, Alena
  • Vilková, Mária
http://linked.open...ain/vavai/riv/wos
  • 000315550900006
issn
  • 0957-4166
number of pages
http://bibframe.org/vocab/doi
  • 10.1016/j.tetasy.2012.12.003
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  • 22330
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