Sharpless asymmetric epoxidation reaction

In 1980, K.B. Sharpless and T. Katsuki discovered that the combination of titanium (IV) tetraisopropoxide, optically active diethyl tartrate, and tert-butyl hydroperoxide caused a wide variety of allylic alcohols to epoxidize in high yields. The titanium(IV) alkoxide-catalyzed epoxidation of prochiral and chiral allylic alcohols, in the presence of a chiral tartrate ester and an alkyl hydroperoxide to provide enantiopure 2,3-epoxy alcohols, is now known as the Sharpless asymmetric epoxidation (SAE).

Only allylic alcohols are good substrates for this method, as the presence of a hydroxyl group is essential. The addition of catalytic amounts of molecular sieves allows for the use of only catalytic amounts of the titanium-tartrate complex; without the molecular sieves, a full equivalent of the complex is required.

Review available Thermo Scientific products for the Sharpless asymmetric epoxidation reaction:

Catalog # Name Size Price (USD) Qty
A13703.0E Titanium(IV) isopropoxide, 95% Each
223.65

Special offer

Online exclusive

263.00
Save 39.35 (15%)
A13926.AE tert-Butyl hydroperoxide, 70% aq. soln. Each
28.65

Special offer

Online exclusive

33.90
Save 5.25 (15%)
A13703.36 Titanium(IV) isopropoxide, 95% Each
67.65

Special offer

Online exclusive

79.50
Save 11.85 (15%)
A13926.AP tert-Butyl hydroperoxide, 70% aq. soln. Each
61.65

Online Exclusive

68.30
Save 6.65 (10%)
A13703.22 Titanium(IV) isopropoxide, 95% Each
27.65

Special offer

Online exclusive

32.90
Save 5.25 (16%)
A13926.0F tert-Butyl hydroperoxide, 70% aq. soln. Each
243.65

Special offer

Online exclusive

287.00
Save 43.35 (15%)

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