(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE

(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE
  • CAS No.:872143-57-2
Other grades of this product :
(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE Basic information
Reaction
Product Name:(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE
Synonyms:2-PENTAFLUOROPHENYL-6,10B-DIHYDRO-4H,5AH-5-OXO-3,10C-DIAZA-2-AZONIACYCLOPENTA[C]FLUORINE TETRAFLUOROBORATE;5A(R),10B(S)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIAZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE;(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE;(5aR,10bS)-(+)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]trizolo[4,3-d][1,4]oxazinium tetrafluoroborate, min. 98%;5A(R),10B(S)-5A,10B-DIHYDRO-2-(PENTAFLU&;(5aR,10bS)-(+)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]trizolo[4,3-d][1,4]oxaziniumtetrafluoroborate,min.98%;5A(R),10B(S)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO(2,1-B)(1,2,4)TRIA;(5aR,10bS)-5a,10b-dihydro-2-(2,3,4,5,6-pentafluorophenyl)-4H,6H-Indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium tetrafluoroborate
CAS:872143-57-2
MF:C18H11BF9N3O
MW:467.1
EINECS:
Product Categories:Chiral NHC;Chiral Nitrogen
Mol File:872143-57-2.mol
(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE Chemical Properties
Melting point 233-237 °C
storage temp. 2-8°C
form Powder
color light brown
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 26-36/37/39-45
RIDADR UN 1759 8/PG 2
WGK Germany 3
MSDS Information
(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE Usage And Synthesis
Reaction
  1. Reagent used in the highly enantioand diastereoselective, catalytic intramolecular Stetter reaction.
  2. Direct synthesis of α-protio and α-deuterio α-chloro and α-fluoro carboxylic acids via asymmetric hydration.
  3. Chemoselective conversion of α-unbranched aldehydes to amides.
Uses5a(R),10b(S)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium tetrafluoroborate can be used as an N-heterocyclic carbene (NHC) organocatalyst in:
  • Benzoin reactions of aldehydes and total synthesis of a natural product named isodarparvinol B.
  • Synthesis of spirocyclic oxindole-dihydropyranones by reacting α-bromo-α,β-unsaturated aldehydes with isatin derivatives.
  • Synthesis of 1,4-dicarbonyl compounds through intramolecular Stetter reaction.
(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE Preparation Products And Raw materials

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