The reductive amination of aldehydes and ketones by catalytic use of dibutylchlorotin hydride complex

被引：41

作者：

Kato, Hirofumi

Shibata, Ikuya

Yasaka, Yuta

Tsunoi, Shinji

Yasuda, Makoto

Baba, Akio

机构：

[1] Osaka Univ, Grad Sch Engn, CAMT, Dept Appl Chem, Osaka 5650871, Japan

[2] Osaka Univ, Res Ctr Environm Preservat, Osaka 5650871, Japan

来源：

CHEMICAL COMMUNICATIONS | 2006年 / 40期

关键词：

D O I：

10.1039/b610614e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reductive amination of aldehydes or ketones using Ph2SiH2 or PhSiH3 has been effectively promoted by the direct use of Bu2SnClH-pyridine N-oxide as a catalyst; this method has advantages in terms of its mild conditions and wide application to various carbonyls and amines, including aliphatic examples.

引用

收藏

页码：4189 / 4191

页数：3

相关论文

共 16 条

[1] Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures [J].

AbdelMagid, AF ;

Carson, KG ;

Harris, BD ;

Maryanoff, CA ;

Shah, RD .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (11) :3849-3862

[2] REDUCTIVE AMINATION OF ALDEHYDES AND KETONES BY USING SODIUM TRIACETOXYBOROHYDRIDE [J].

ABDELMAGID, AF ;

MARYANOFF, CA ;

CARSON, KG .

TETRAHEDRON LETTERS, 1990, 31 (39) :5595-5598

[3] Direct reductive amination of aldehydes and ketones using phenylsilane: Catalysis by dibutyltin dichloride [J].

Apodaca, R ;

Xiao, W .

ORGANIC LETTERS, 2001, 3 (11) :1745-1748

[4] A MILD, PYRIDINE-BORANE-BASED REDUCTIVE AMINATION PROTOCOL [J].

BOMANN, MD ;

GUCH, IC ;

DIMARE, M .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (18) :5995-5996

[5] NEW METHOD FOR METHYLATION OF AMINES [J].

BORCH, RF ;

HASSID, AI .

JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (10) :1673-&

[6] CYANOHYDRIDOBORATE ANION AS A SELECTIVE REDUCING AGENT [J].

BORCH, RF ;

BERNSTEIN, MD ;

DURST, HD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (12) :2897-+

[7] A new method for generating Sn-H bonds: Reactions of tin amides with silicon hydrides [J].

Hays, DS ;

Fu, GC .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (21) :7070-7071

[8]

Hutchins R. O., 1991, Comprehensive Organic Synthesis, V8, P25, DOI DOI 10.1016/B978-0-08-052349-1.00218-3

[9] Microwave-accelerated methodology for the direct reductive amination of aldehydes [J].

Kangasmetsa, JJ ;

Johnson, T .

ORGANIC LETTERS, 2005, 7 (25) :5653-5655

[10] Preparation and synthetic applications of sterically hindered secondary amines [J].

Kim, HO ;

Carroll, B ;

Lee, MS .

SYNTHETIC COMMUNICATIONS, 1997, 27 (14) :2505-2515