Chiralyst Rh639

Chiralyst Rh639

[((R,R)-2-Amino-1,2-diphenylethyl)[(4-tolyl)sulfonyl]amido](chloro)pentamethylcyclopentadienylrhodium(I)

CAS Number: 223392-99-2

Product class: Homogeneous Catalysts, M-C, Arene/Aryl Ligands, M-N, Chiral Ligands

Reaction type: Asymmetric Reactions, Hydrogenation, Asymmetric Hydrogenation, Transfer Hydrogenation

Chemical properties

Chemical formula

C31H36N2ClO2SRh

Empirical formula

Rh[(R,R)-TsDPEN](C5Me5)Cl

Molecular weight

639.06

Metal

Rh

Theoretical metal content

16

Physical state

crystalline

Color

orange brown

Metal purity

99.95

Applications & references

Asymmetric reduction of a-sulfonyloxy acetophenone compound yielding an optically active 2-sulfonyloxy-1-phenylethanol derivative with high enantiomer excess.

Reference: WO2008 054155

Asymmetric synthesis of ß-amino alcohols by rhodium catalyzed transfer hydrogenation of a-keto imines.

Reference: Tetrah. Asym. 2010, 21, 2244 (DOI: 10.1016/j.tetasy.2010.07.004)

One pot synthesis of sterically active epoxides starting from a-chloroacetophenones including a asymmetric transfer hydrogenation step.

Reference: Tetrah.  2004, 60, 7411 (DOI: 10.1016/j.tet.2004.06.076)

Synthesis of optically active styrene oxides by asymmetric reduction of 2-chloroacetophenones.

Reference: Org. Lett. 2002, 4, 4373 (DOI: 10.1021/ol020213o)

Enantioselective preparation of cyclic sulfamidates by using asymmetric transfer hydrogenation.

Reference: Org. Lett. 2010, 12, 4184 (DOI: 10.1021/ol1017905)

Asymmetric transfer hydrogenation of a-aminoalkyl a’-chloromethylketones yielding useful intermediates for the total synthesis of inhibitors of HIV protease and b-secretase in Alzheimer disease.

Reference: J. Org. Chem. 2004, 69, 7391 (DOI: 10.1021/jo0491455)

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