Synlett

Reductive amination of aldehydes using aminoboranes as iminium ion generators

M Suginome, Y Tanaka, T Hasui

Index: Suginome, Michinori; Tanaka, Yusuke; Hasui, Tomoaki Synlett, 2006 , # 7 p. 1047 - 1050

Full Text: HTML

Citation Number: 13

Abstract

Abstract 2-Dialkylamino-4H-1, 3, 2-benzodioxaborins, salicyl alcohol derived aminoboranes, serve as efficient and mild iminium ion generators in the reductive amination of aldehydes with NaBH 4. Using a diisopropylamino derivative, a variety of amines including secondary and primary amines, and ammonia can participate to the reductive amination in aprotic organic solvents without the use of acidic promoters.

Related Articles:

Synthesis of Unusual Oxime Ethers by Reaction of Tetranitromethane with B??Alkylcatecholboranes

[Luethy, Monique; Schenk, Kurt; Renaud, Philippe Chemistry - A European Journal, 2010 , vol. 16, # 33 p. 10171 - 10177]

Indium mediated reduction of nitro and azide groups in the presence of HCl in aqueous media

[Lee, Jung Gyu; Choi, Kyung Il; Koh, Hun Yeong; Kim, Youseung; Kang, Yonghan; Cho, Yong Seo Synthesis, 2001 , # 1 p. 81 - 84]

Detoxification of the cruciferous phytoalexin brassinin in Sclerotinia sclerotiorum requires an inducible glucosyltransferase

[Phytochemistry, , vol. 65, # 19 p. 2685 - 2694]

Mass spectrometric investigation of tautomers of N-substituted 4-iminopentan-2-ones in the gas phase

[Polish Journal of Chemistry, , vol. 75, # 3 p. 429 - 441]

Borrowing hydrogen methodology for the conversion of alcohols into N-protected primary amines and in situ deprotection

[Tetrahedron Letters, , vol. 50, # 26 p. 3374 - 3377]

More Articles...