394248-45-4

Usage

Reaction

In many respects the catalytic profile of the MeOBIPHEP ligands is similar to that of other atropisomeric diphosphines such as binap and its many analogs. The nature of the PR2 group strongly influences the catalytic performance of the metal complexes. The rhodium and ruthenium MeO-BIPHEP catalysts are highly effective for the hydrogenation of various C=O, C=C and C=N bonds and several synthetically useful C-C coupling reactions. Ru and Ir catalyzed dynamic kinetic resolution for the synthesis of hydroxy, amino acid derivatives. Ru-catalyzed asymmetric hydrogenation of ketones and alkenes. Enantioselective copper-catalyzed asymmetric hydrosilylation of aryl ketones. Synthesis of chiral 3-substituted indanones via an enantioselective reductive-Heck reaction. Gold(I)-catalyzed enantioselective ring expansion of allenylcyclopropanols. Conjugate addition using 2-heteroaryl titanates and zinc reagents.

Chemical Properties

Light yellow powder

Downstream Products

• 1134-71-0 ethyl 3-phenylbutanoate 

Relevant academic research and scientific papers

Process for producing optically active gamma-butyrolactone

This invention provides a novel process for producing optically active 3-hydroxy-γ-butyrolactone in a short step, which is superior economically and in efficiency and industrially suitable by using a starting material which is inexpensive and easily available and reagents easy to handle. This invention relates to a process for producing optically active 3-hydroxy-γ-butyrolactone represented by formula I: wherein the symbol * means an asymmetric carbon atom, which comprises hydrogenating an optically active 4-substituted oxy-3-hydroxybutyrate represented by formula II: wherein R1 represents a C1-4 lower alkyl group, R2 represents a protective group for a hydroxyl group deprotected by hydrogenation with a heterogeneous hydrogenation catalyst, and the symbol * has the same meaning as defined above, in the presence of a heterogeneous hydrogenation catalyst and an acidic substance followed by deprotection and simultaneous ring closure thereof.

Method for producing 1-menthol

Provided is a method for the production of 1-menthol, which comprises hydrogenation of piperitenone with a transition metal complex of a specified optically active phosphine to produce pulegone, hydrogenation of the obtained pulegone with a ruthenium-phosphine-amine complex in the presence of base to obtain pulegol, and further hydrogenation of the pulegol with a transition metal catalyst.