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2311
solid catalyst, the reaction mixture was set under argon,
the catalyst allowed to settle, then the solution was re-
moved with a syringe and a new portion of substrate
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6. Schmid, R.; Cereghetti, M.; Heiser, B.; Sch o€ nholzer, P.;
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7
. Schmid, R.; Broger, A. E.; Cereghetti, M.; Cramerei, Y.;
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. Saito, T.; Yokozawa, T.; Ishizaki, T.; Moroi, T.; Sayo, N.;
38.
Hydrogenation of methyl phenylglyoxylate: Acetone
(2mL) were added to 0.013 mmol [Ru(2-methyl-
allyl) (cyclooctadiene)] and 0.0143 mmol ligand. The
8
Miura, T.; Kumobayashi, H. Adv. Synth. Catal. 2001, 343,
64–267.
2
2
required amounts of HBr or LiBr/methanesulfonic acid
were added and the reaction mixture was stirred for
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3
0 min before the acetone was removed under vacuum.
1
1
1
1
0. Ohkuma, T.; Takeno, H.; Honda, Y.; Noyori, R. Adv.
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After addition of a solution of 5 mmol methyl phenyl-
glyoxylate in 5 mL methanol (s/c ¼ 380) the reaction
mixture was pressed with argon through a capillary into
a 50 mL autoclave, which was flushed with argon. The
autoclave was then sealed, heated to 40 °C, flushed with
hydrogen and pressurized with hydrogen to 80 bar. The
hydrogenation was started by switching on the stirrer.
To re-use the solid catalyst, the autoclave was again set
under argon and the reaction mixture transferred into a
degassed flask with a syringe. After centrifugation the
reaction solution was removed and replaced by a new
portion of substrate solution and fresh HBr or LiBr/
methanesulfonic acid. Conversion and ee were deter-
mined by GLC (DB17/30 w column for conversion;
Lipodex A capillary column for ee).
1
681–1685.
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