CAS RN: 903571-02-8 | Product Number: D3983
(+)-(5aR,10bS)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium Chloride Monohydrate
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|Appearance||White to Gray to Red powder to crystal|
|Purity(HPLC)||min. 98.0 area%|
|Elemental analysis(Nitrogen)||10.40 to 11.20 %|
|Specific rotation [a]20/D||+155 to +163 deg(C=1, CHCl3)|
|Melting Point||219 °C|
|Specific Rotation||158° (C=1,CHCl3)|
A dry 10 mL Schlenk tube is successively charged with 4-methoxycinnamaldehyde (81 mg, 0.5 mmol), chalcone (52 mg, 0.25 mmol), Bode catalyst 2 monohydrate (18.4 mg, 0.05 mmol), KOAc (61.4 mg, 0.625 mmol) and MS4Å (100 mg). The tube is closed with a septum, evacuated, and refilled with nitrogen. To this mixture is added distilled THF (0.5 mL), followed by AcOH (7.2 µL, 0.0625 mmol). The reaction mixture is stirred at room temperature for 24 h. After the reaction is completed, the solvent is removed under reduced pressure. The residue is purified by column chromatography on silica gel (eluent: hexane/ethyl acetate = 10/1) to afford the corresponding lactone (79.6 mg, 86% yield, 20:1 dr, 99% ee) as a white solid.
Useful N-Heterocyclic Carbene Precatalysts “Bode Catalysts”
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