HUP9903195A3 - Asymmetric synthesis catalyzed by transition metal complexes with cyclic chiral ligands - Google Patents
Asymmetric synthesis catalyzed by transition metal complexes with cyclic chiral ligandsInfo
- Publication number
- HUP9903195A3 HUP9903195A3 HU9903195A HUP9903195A HUP9903195A3 HU P9903195 A3 HUP9903195 A3 HU P9903195A3 HU 9903195 A HU9903195 A HU 9903195A HU P9903195 A HUP9903195 A HU P9903195A HU P9903195 A3 HUP9903195 A3 HU P9903195A3
- Authority
- HU
- Hungary
- Prior art keywords
- bis
- cyclic
- fused
- phospha
- optionally
- Prior art date
Links
- 125000004122 cyclic group Chemical group 0.000 title abstract 3
- 239000003446 ligand Substances 0.000 title abstract 2
- 229910052723 transition metal Inorganic materials 0.000 title abstract 2
- 150000003624 transition metals Chemical class 0.000 title abstract 2
- 238000011914 asymmetric synthesis Methods 0.000 title 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 5
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000000732 arylene group Chemical group 0.000 abstract 1
- 125000002619 bicyclic group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000002009 diols Chemical class 0.000 abstract 1
- 125000003709 fluoroalkyl group Chemical group 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 229910052741 iridium Inorganic materials 0.000 abstract 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 238000006053 organic reaction Methods 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 229910052703 rhodium Inorganic materials 0.000 abstract 1
- 239000010948 rhodium Substances 0.000 abstract 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 abstract 1
- 229910052707 ruthenium Inorganic materials 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
Landscapes
- Catalysts (AREA)
Abstract
Novel chiral phosphine ligands (I) contain a conformationally rigid cyclic structure. The phosphorus is bonded to or is part of the cyclic structure, and the rigidity provides enhanced chiral discrimination in metal catalysed asymmetric organic reactions. The structure of (I) is (a) 2,2'-bis-(diorganophosphino)-1,1'-bis-(cyclic), in which each ring has 3-8C, the 1,1',2,2'-C atoms are saturated and other C atoms are optionally replaced by N, (b) 1,1'-bis-(cyclic)-2,2'-(organophosphinine), (c) heteroatom-containing bis-organophosphine or organophosphinite, (d) bidentate (bis)phospha-tricyclic with a bridge group, (e) (bis)fused phospha-bicyclic having a bridge group, (f) cis(bis) phosphine fused bicyclic, (g) trans(bis) phosphine bicyclic, (h) cis- or trans-biphosphine cyclic having two R' substituents (where R' = alkyl, fluoroalkyl or perfluoroalkyl, all of 1-8C; aryl or aralkyl (both optionally ring-substituted); or -C(R')2(C(R')2)qZ(C(R')2)pR'; p, q = 1-8; Z = O, S, NR, PR, AsR, SbR, optionally fused arylene 5-membered heterocyclylene or fused heterocyclylene; R = 1-8C alkyl or optionally substituted aryl) or (i) monodentate phospha-tricyclic. Catalysts (A) comprising (I) complexed with a transition metal (preferably rhodium, iridium, ruthenium, palladium or platinum) are new. The intermediate (1R,1'R)-bicyclopentyl-(2S,2S')diol of formula (III) is also new.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU9903195A HUP9903195A3 (en) | 1997-06-13 | 1997-06-13 | Asymmetric synthesis catalyzed by transition metal complexes with cyclic chiral ligands |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU9903195A HUP9903195A3 (en) | 1997-06-13 | 1997-06-13 | Asymmetric synthesis catalyzed by transition metal complexes with cyclic chiral ligands |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HUP9903195A3 true HUP9903195A3 (en) | 2001-09-28 |
Family
ID=89999398
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU9903195A HUP9903195A3 (en) | 1997-06-13 | 1997-06-13 | Asymmetric synthesis catalyzed by transition metal complexes with cyclic chiral ligands |
Country Status (1)
| Country | Link |
|---|---|
| HU (1) | HUP9903195A3 (en) |
-
1997
- 1997-06-13 HU HU9903195A patent/HUP9903195A3/en unknown
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