Unprecedented, fully recyclable, solid-supported reagent for the kinetic resolution of racemic amines through enantioselective N-acetylation

被引：14

作者：

Arseniyadis, S

Subhash, PV

Valleix, A

Wagner, A

Mioskowski, C

机构：

[1] Univ Louis Pasteur Strasbourg 1, Fac Pharm, CNRS, Lab Synth Bioorgan, F-67401 Illkirch Graffenstaden, France

[2] CEA Saclay, Dept Biol Cellulaire & Mol, Serv Mol Marquees, F-91191 Gif Sur Yvette, France

来源：

CHEMICAL COMMUNICATIONS | 2005年 / 26期

关键词：

D O I：

10.1039/b504200c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The high-yielding synthesis and application of the first polymer supported reagent for the kinetic resolution (KR) of amines through enantioselective acetylation is described; this new supported chiral reagent allows the KR of primary amines with excellent selectivities at room temperature; moreover, this supported approach is highly efficient as the Merrifield-supported chiral scaffold can be quantitatively recovered and recycled.

引用

页码：3310 / 3312

页数：3

共 5 条

[1] Tuning the enantioselective N-acetylation of racemic amines: A spectacular salt effect
Arseniyadis, S
Subhash, PV
Valleix, A
Mathew, SP
Blackmond, DG
Wagner, A
Mioskowski, C
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (17) : 6138 - 6139
[2] KINETIC RESOLUTION OF RACEMIC BETA-HYDROXY AMINES BY ENANTIOSELECTIVE N-OXIDE FORMATION
MIYANO, S
LU, LDL
VITI, SM
SHARPLESS, KB
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (22): : 4350 - 4360
[3] KINETIC RESOLUTION OF RACEMIC BETA-HYDROXY AMINES BY ENANTIOSELECTIVE N-OXIDE FORMATION
MIYANO, S
LU, LDL
VITI, SM
SHARPLESS, KB
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (20): : 3608 - 3611
[4] KINETIC RESOLUTION OF RACEMIC BETA-HYDROXY AMINES BY ENANTIOSELECTIVE N-OXIDE FORMATION
HAYASHI, M
OKAMURA, F
TOBA, T
OGUNI, N
SHARPLESS, KB
CHEMISTRY LETTERS, 1990, (04) : 547 - 548
[5] Enantioselective N-acetylation of racemic secondary alkyl amines with chiral 2-acetylamino-2′-diacetylamino-1,1′-binaphthyl
Kondo, K
Kurosaki, T
Murakami, Y
SYNLETT, 1998, (07) : 725 - 726

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