Catalytic Leuckart-Wallach-Type reductive amination of ketones

M Kitamura, D Lee, S Hayashi, S Tanaka…

Index: Kitamura, Masato; Lee, Donghyun; Hayashi, Shinnosuke; Tanaka, Shinji; Yoshimura, Masahiro Journal of Organic Chemistry, 2002 , vol. 67, # 24 p. 8685 - 8687

Full Text: HTML

Citation Number: 94

Abstract

A Cp* Rh (III) complex catalyzes reductive amination of ketones using HCOONH4 at 50-70° C to give the corresponding primary amines in high yields. The reaction is clean and operationally simple and proceeds at a lower temperature and with higher chemoselectivity than the original Leuckart-Wallach reaction. The new method has been applied to the synthesis of α-amino acids directly from α-keto acids.

Related Articles:

A Versatile Ruthenium (II)–NNC Complex Catalyst for Transfer Hydrogenation of Ketones and Oppenauer??Type Oxidation of Alcohols

[Du, Wangming; Wang, Liandi; Wu, Ping; Yu, Zhengkun Chemistry - A European Journal, 2012 , vol. 18, # 37 p. 11550 - 11554]

Activation of reducing agents. Sodium hydride containing complex reducing agents 21. Regioselective reduction of alkene oxides

[Fort, Yves; Vanderesse, Regis; Caubere, Paul Tetrahedron Letters, 1985 , vol. 26, # 26 p. 3111 - 3114]

Protodesilylation reactions of simple. beta.-hydroxysilanes (and. alpha.-hydroxysilanes). Homo-Brook rearrangements

[Hudrlik, Paul F.; Hudrlik, Anne M.; Kulkarni, Ashok K. Journal of the American Chemical Society, 1982 , vol. 104, # 24 p. 6809 - 6811]

2Inc/Chlorotrimethns Ilane: A Mild Reducing System for the Conversion of Epoxides into Alcohols

[Vankar, Yashwant D.; Arya, Padmashree S.; Rao, C. Trinadha Synthetic Communications, 1983 , vol. 13, # 10 p. 869 - 872]

Boron trifluoride etherate/iodide ion as a mild, convenient and regioselective ether cleaving reagent

[Mandal, Arun K.; Soni, N. R.; Ratnam, K. R. Synthesis, 1985 , # 3 p. 274 - 275]

More Articles...