PL417890A1 - Method for asymmetric reduction of prochiral ketones - Google Patents
Method for asymmetric reduction of prochiral ketonesInfo
- Publication number
- PL417890A1 PL417890A1 PL417890A PL41789016A PL417890A1 PL 417890 A1 PL417890 A1 PL 417890A1 PL 417890 A PL417890 A PL 417890A PL 41789016 A PL41789016 A PL 41789016A PL 417890 A1 PL417890 A1 PL 417890A1
- Authority
- PL
- Poland
- Prior art keywords
- formula
- asymmetric reduction
- prochiral ketones
- alkoxy
- diamine
- Prior art date
Links
- 150000002576 ketones Chemical class 0.000 title abstract 3
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000004985 diamines Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Przedmiotem zgłoszenia jest sposób asymetrycznej redukcji prochiralnych ketonów, charakteryzujący się tym, że w środowisku pozbawionym rozpuszczalnika keton o wzorze 1, gdzie: R1 i R2 oznacza niezależnie grupę: aromatyczną lub alifatyczną, w tym alkilową lub allilową, ewentualnie podstawioną podstawnikiem: alifatycznym, alkoksylowym, arylowym, alkoksylowym, aryloksylowym, nitrowym lub halogenkiem lub ich kombinacją, poddaje się reakcji z trietoksysilanem w obecności katalizatora w ilości od 0,05 do 0,3 mol%, będącego kompleksem Zn2+ z ligandem diaminowym L, będącym N,N'-dipodstawioną (R,R)-1,2-difenyloetylo-1,2-diaminą, korzystnie wybranych spośród związków o wzorze L1, L2, L3, uzyskując alkohol o wzorze 2.The subject of the application is a method of asymmetric reduction of prochiral ketones, characterized in that in a solvent-free environment, ketone of formula 1, where: R1 and R2 is independently an aromatic or aliphatic group, including alkyl or allyl, optionally substituted with an aliphatic, alkoxy, aryl, alkoxy, aryloxy, nitro or halide or a combination thereof, is reacted with triethoxysilane in the presence of a catalyst in an amount of 0.05 to 0.3 mol%, which is a Zn2 + complex with a diamine ligand L, which is N, N'-disubstituted ( R, R) -1,2-diphenylethyl-1,2-diamine, preferably selected from compounds of formula L1, L2, L3, to give the alcohol of formula 2.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL417890A PL231016B1 (en) | 2016-07-09 | 2016-07-09 | Method for asymmetric reduction of prochiral ketones |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL417890A PL231016B1 (en) | 2016-07-09 | 2016-07-09 | Method for asymmetric reduction of prochiral ketones |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL417890A1 true PL417890A1 (en) | 2018-01-15 |
| PL231016B1 PL231016B1 (en) | 2019-01-31 |
Family
ID=60937385
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL417890A PL231016B1 (en) | 2016-07-09 | 2016-07-09 | Method for asymmetric reduction of prochiral ketones |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL231016B1 (en) |
-
2016
- 2016-07-09 PL PL417890A patent/PL231016B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL231016B1 (en) | 2019-01-31 |
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