404454

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404454

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(S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride

Synonym:(S,S)-Jacobsen’s catalyst
CAS Number:135620-04-1
Linear Formula:[[[(CH3)3C]2C6H2-2-(O-)CH=N]2C6H10]MnCl
Molecular Weight:635.20
MDL number:MFCD02101663
PubChem Substance ID:24865247

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Description

ApplicationSalen (Mn)-catalyzed asymmetric epoxidation of unfunctionalized olefins.1,2,3,4 High enantioselectivities and yields are obtained for a variety of substrates,1 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
Packaging1, 5, 25 g in glass btl
Legal InformationManufactured under license by Shasun Chemicals and Drugs Limited, using Jacobsen HKR technology.

Properties

mp330-332 °C(lit.)

Safety

Hazard CodesXi
Risk Statements36/37/38
Safety Statements26-36
WGK Germany3

References

Cited Reference1. 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)
referenceFT-IR 2 (3), 4564:B / Structure Index 1, 493:C:8