720747
Potassium (2Z)-2-buten-2-yltrifluoroborate
≥95%
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About This Item
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assay
≥95%
form
solid
mp
147-152 °C
storage temp.
2-8°C
SMILES string
[K+].C\C=C(/C)[B-](F)(F)F
InChI
1S/C4H7BF3.K/c1-3-4(2)5(6,7)8;/h3H,1-2H3;/q-1;+1/b4-3+;
InChI key
IFJZXYDBLMMRCO-BJILWQEISA-N
Application
Potassium (2Z)-2-buten-2-yltrifluoroborate can be used as a substrate:
- In the asymmetric alkenylation of imines/aldimines using a rhodium based catalyst.
- In the Rh(I)-catalyzed allylic amines synthesis by reacting with N-tert-butanesulfinyl aldimines.
- In the ytterbium triflate catalyzed multicomponent synthesis of β-unsaturated α-amino esters.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Three-component reaction for the synthesis of diverse β-unsaturated α-amino esters
Tetrahedron, 70(20), 3243-3248 (2014)
Asymmetric synthesis of α-branched allylic amines by the Rh (I)-catalyzed addition of alkenyltrifluoroborates to N-tert-butanesulfinyl aldimines
Journal of the American Chemical Society, 131(11), 3850-3851 (2009)
Highly enantioselective Rh-catalyzed alkenylation of imines: synthesis of chiral allylic amines via asymmetric addition of potassium alkenyltrifluoroborates to N-Tosyl imines
Organic Letters, 16(2), 632-635 (2014)
Enantioselective Alkenylation of Aldimines Catalyzed by a Rhodium-Diene Complex
Organic Letters, 16(3), 1016-1019 (2014)
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