Scandium triflate-catalyzed Strecker-type reactions of aldehydes, amines and tributyltin cyanide in both organic and aqueous solutions. Achievement of complete recovery of the tin compounds toward environmentally-friendly chemical processes

被引：98

作者：

Kobayashi, S ^{[1
]}

Busujima, T

Nagayama, S

机构：

[1] Tokyo Univ Sci, Fac Sci, Dept Appl Chem, Shinjuku Ku, Tokyo 1620825, Japan

[2] Japan Sci & Technol Corp, CREST, Shinjuku Ku, Tokyo 1620825, Japan

来源：

CHEMICAL COMMUNICATIONS | 1998年 / 09期

关键词：

D O I：

10.1039/a801464g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Scandium triflate (CF3SO3-)-catalyzed Strecker-type reactions were successfully carried out by simply mixing aldehydes, amines and tributyltin cyanide at room temperature, to afford cr-amino nitriles in high yields. The reactions proceeded smoothly in both organic and aqueous solutions, and complete recovery of the tin materials has been achieved.

引用

页码：981 / 982

页数：2

共 20 条

[1] CHARACTERIZATION OF TRIORGANOTIN HYDROXIDES AND OF BIS(TRIORGANOTIN) OXIDES BY INFRARED AND MOSSBAUER SPECTROSCOPY
BROWN, JM
CHAPMAN, AC
SMITH, PJ
HARPER, R
DAVIES, AG
MOWTHORPE, DJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1972, (03): : 338 - +
[2] Davies A.G., 1997, ORGANOTIN CHEM
[3] ORGANOTIN CHEMISTRY .11. PREPARATION OF ORGANOTIN ALKOXIDES
DAVIES, AG
KLEINSCHMIDT, DC
PALAN, PR
VASISHTHA, SC
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (23): : 3972 - +
[4] NONAQUEOUS CYANATION OF HALIDES USING LITHIUM CYANIDE
HARUSAWA, S
YONEDA, R
OMORI, Y
KURIHARA, T
[J]. TETRAHEDRON LETTERS, 1987, 28 (36) : 4189 - 4190
[5] RETRACTED: Asymmetric catalysis of the Strecker amino acid synthesis by a cyclic dipeptide (Retracted article. See JUN, 2023)
Iyer, MS
Gigstad, KM
Namdev, ND
Lipton, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (20) : 4910 - 4911
[6] KOBAYASHI S, 1994, SYNLETT, P689
[7] SCANDIUM TRIFLUOROMETHANESULFONATE (SC(OTF)3) - A NOVEL REUSABLE CATALYST IN THE DIELS-ALDER REACTION
KOBAYASHI, S
HACHIYA, I
ARAKI, M
ISHITANI, H
[J]. TETRAHEDRON LETTERS, 1993, 34 (23) : 3755 - 3758
[8] Kobayashi S, 1997, SYNLETT, P115
[9] Sc(OTf)3-catalyzed three-component reactions of aldehydes, amines and allyltributylstannane in micellar systems.: Facile synthesis of homoallylic amines in water
Kobayashi, S
Busujima, T
Nagayama, S
[J]. CHEMICAL COMMUNICATIONS, 1998, (01) : 19 - 20
[10] Lewis acid catalysis in micellar systems. Sc(OTf)(3)-catalyzed aqueous aldol reactions of silyl enol ethers with aldehydes in the presence of a surfactant
Kobayashi, S
Wakabayashi, T
Nagayama, S
Oyamada, H
[J]. TETRAHEDRON LETTERS, 1997, 38 (26) : 4559 - 4562

← 1 2 →