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(S)-6-fluoro-2-methyl-1,2,3,4- tetrahydroquioline synthesis

3synthesis methods
1128-61-6 Synthesis
6-Fluoroquinaldine

1128-61-6
192 suppliers
$8.00/250mg

199186-69-1 Synthesis
(R)-6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline

199186-69-1
9 suppliers
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(S)-6-fluoro-2-methyl-1,2,3,4- tetrahydroquioline

199186-68-0
11 suppliers
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Yield:199186-69-1 89%

Reaction Conditions:

with formic acid;C23H35ClIrN4(1+)*Cl(1-) in water at 20; for 6 h;enantioselective reaction;

Steps:

General procedure for the asymmetric transfer hydrogenation

General procedure: A 10 mL tube was charged with quinoline (1.0 mmol), 1 mL of H2O,100 μL of the Ir catalyst solution generated in situ, and a stir bar. Themixture was stirred at RT for 6 h (or 80 .C for 2 h) and then neutralizedwith a saturated sodium bicarbonate solution. The aqueous layer wasextracted with DCM. The crude product was purified by silica gelchromatography (PE/EA) to give the desired product.

References:

Qi, Huimin;Wang, Lixian;Sun, Qiangsheng;Sun, Wei [Molecular catalysis,2022]