(2S,5S)-(-)-2-叔丁基-3-甲基-5-苄基-4-咪唑烷酮

C₁₅H₂₂N₂O

246.35

MFCD03426982

24884185

NA.22

(2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone is a chiral imidazolidinone organocatalyst, developed by MacMillan and co-workers.

(2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone is a second-generation MacMillan catalyst, which can be used as a chiral organocatalyst in:

• The chiral transformation reaction, including Friedel-Crafts and Mukaiyama-Michael reactions.
• The preparation of substituted spiroundecenetriones via asymmetric domino Knoevenagel/Diels-Alder reactions.
• The asymmetric synthesis of β-hydroxy aldehydes and their dimethylacetals via aldehyde-aldehyde aldol condensation reaction.
• The enantioselective α-fluorination of aldehydes using N-fluorobenzenesulfonamide as a fluorinating agent.
• The stereoselective preparation of (oxomethyl)oxabicyclo[3.2.1]octenones and tricyclic pyrroles via [4+3] cycloaddition of (trialkylsiloxy)pentadienals to furans.

Metal-free OrganoCatalyst technology for asymmetric catalysis. Catalyzes asymmetric indole alkylations, Friedel-Crafts alkylations, and a broad range of conjugate addition reactions in high enantiomeric excess.

Advantages of MacMillan imidazolidinone organocatalysts:

• Superior enantiocontrol in numerous transformations
• High activities at low catalyst loadings
• Extraordinary functional group tolerance

适用美国专利 6,369,243 和相关专利。仅供研究使用。

100

97%

93-100 ℃ (lit.)

CN1[C@H](N[C@@H](Cc2ccccc2)C1=O)C(C)(C)C

1S/C15H22N2O/c1-15(2,3)14-16-12(13(18)17(14)4)10-11-8-6-5-7-9-11/h5-9,12,14,16H,10H2,1-4H3/t12-,14-/m0/s1

SKHPYKHVYFTIOI-JSGCOSHPSA-N

1 g in glass bottle
500 mg in glass insert

13 - Non Combustible Solids

WGK 3

Eyeshields, Gloves, type N95 (US)