* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
(+)-(S)-4,4,6,6-tetramethyl-2-(4-((trans,trans)-4-(p-tolyl)-[1,1'-bi(cyclohexan)]-4-yl)butan-2-yl)-1,3,2-dioxaborinane[ No CAS ]
C30H49BO2[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
62%
General procedure: In the glove box, add to the 8mL vial(R,R,R,R)-ANIPE-CuCl Compound 35 (3.4 mg, 4 mmol,2.0mol%),tBuONa (33.6 mg, 0.3 mmol, 1.5 equiv) and n-hexane (1.0 mL), and the reaction mixture was reacted at room temperature for 1 hour.B2dmpd2 (113 mg, 0.4 mmol, 2.0 equiv) was added, and the reaction mixture was further reacted at room temperature for 30 minutes.Add non-activated terminal olefin compound 36 (0.2 mmol) and MeOH (16 uL, 0.4 mmol, 2.0 equiv), the reaction mixture was reacted at room temperature for 24 hours.The mixture was filtered through Celite, diluted with ethyl acetate.The reaction solution was sparged and the silica gel was passed through a column to give a chiral alkyl boron compound 37a.The enantioselectivity of the chiral alkyl boride is determined by oxidation of H2O2/NaOH to give the chiral alcohol.
trans-1-ethyl-N,N-dimethyl-2-(2-((trans,trans)-4'-(p-tolyl)-[1,1'-bi(cyclohexan)]-4-yl)ethyl)cyclopropan-1-amine[ No CAS ]
1-ethyl-N,N-dimethyl-2-(2-((trans,trans)-4'-(p-tolyl)-[1,1'-bi(cyclohexan)]-4-yl)ethyl)cyclopropan-1-amine[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
55%
With sodium tetrafluoroborate; (pentamethylcyclopentadienyl)titanium(IV) trichlorid; magnesium; dimethylsilicon dichloride In tetrahydrofuran at 60℃; for 16h; Inert atmosphere; Sealed tube; diastereoselective reaction;
(cis)-1-(tetrahydro-2H-pyran-4-yl)-2-(2-((trans,trans)-4'-(p-tolyl)-[1,1'-bi(cyclohexan)]-4-yl) ethyl)cyclopropan-1-ol[ No CAS ]
(trans)-1-(tetrahydro-2H-pyran-4-yl)-2-(2-((trans,trans)-4'-(p-tolyl)-[1,1'-bi(cyclohexan)]-4-yl) ethyl)cyclopropan-1-ol[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
62%
With (pentamethylcyclopentadienyl)titanium(IV) trichlorid; magnesium; dimethylsilicon dichloride In tetrahydrofuran at 60℃; for 16h; Inert atmosphere; Sealed tube; diastereoselective reaction;