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One-pot reductive amination of aldehydes and ketones with α-picoline-borane in methanol, in water, and in neat conditions

Shinya Sato, Takeshi Sakamoto, Etsuko Miyazawa and Yasuo Kikugawa*

*Faculty of Pharmaceutical Sciences, Josai University, 1-1 Keyakidai, Sakado, Saitama 350-0295, Japan, Email: kikugawajosai.ac.jp

S. Sato, T. Sakamoto, E. Miyazawa, Y. Kikugawa, Tetrahedron, 2004, 60, 7899-7906.

DOI: 10.1016/j.tet.2004.06.045


Abstract

A mild and efficient one-pot reductive amination of aldehydes and ketones with amines using α-picoline-borane as a reducing agent in the presence of small amounts of AcOH is described. The reaction has been carried out in MeOH, in H2O, and in neat conditions. This is the first successful reductive amination in water and in neat conditions.

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Key Words

Reductive Amination, Borane Adducts, Water, Neat conditions, Green Chemistry


ID: J72-Y2004-700