404446
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404446
Aldrich
(R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride
| Synonym: | (R,R)-Jacobsen’s catalyst, Jacobsen’s catalyst |
| CAS Number: | 138124-32-0 |
| Linear Formula: | [[[(CH3)3C]2C6H2-2-(O-)CH=N]2C6H10]MnCl |
| Molecular Weight: | 635.20 |
| MDL number: | MFCD02101664 |
| PubChem Substance ID: | 24865246 |
Description
| Packaging | 1, 5, 25 g in glass btl |
| Legal Information | Manufactured under license by Shasun Chemicals and Drugs Limited, using Jacobsen HKR technology |
| Application | Salen (Mn)-catalyzed asymmetric epoxidation of unfunctionalized olefins.1,2,3,4 High enantioselectivities and yields are obtained for a variety of substrates1, especially cis-alkenes. A few applications include the synthesis of the taxol side chain5 and cis-1-amino-2-indanol.6,7 Jacobsen's catalyst has also been used in the asymmetric α-hydroxylation of silyl enol ethers.8 Catalyst for the enantioselective epoxidation of a variety of olefins.8,9 |
Properties
| mp | 330-332 °C(lit.) |
Safety
References
| Cited Reference | 1. Zhang, W. et al. J. Am. Chem. Soc. 112, 2801, (1990) |
| 2. Zhang, W. Jacobsen, E.N. J. Org. Chem. 56, 2296, (1991) | |
| 3. Jacobsen, E.N. et al. J. Am. Chem. Soc. 113, 7063, (1991) | |
| 4. Lee, N.H. et al. Tetrahedron Lett. 32, 5055, (1991) | |
| 5. Deng, L. Jacobsen, E.N. J. Org. Chem. 57, 4320, (1992) | |
| 6. Senanayake, C.H. et al. Tetrahedron Lett. 37, 3271, (1996) | |
| 7. Senanayake, C.H. et al. Tetrahedron Lett. 36, 3993, (1995) | |
| 8. Adam, W. et al. Tet. 37, 6531, (1996) | |
| 9. J. Am. Chem. Soc. 113, 7063, (1991) | |
| Merck | Merck 13,5271 |
| reference | FT-IR 2 (3), 4564:A / Structure Index 1, 493:B:8 |
