Tetrahedron: Asymmetry

Chemo-enzymatic synthesis of enantiomerically pure (R)-2-naphthylmethoxyacetic acid

M Kimura, A Kuboki, T Sugai

文献索引：Kimura, Mayumi; Kuboki, Atsuhito; Sugai, Takeshi Tetrahedron Asymmetry, 2002 , vol. 13, # 10 p. 1059 - 1068

被引用次数: 33

摘要

Enantiomerically pure (R)-2-naphthylmethoxyacetic acid (2-NMA) was synthesized from 2- naphthaldehyde via an integrated chemo-enzymatic procedure. The one-pot, successive use of SnBr2–TMSCN and AcBr worked effectively to give a racemic cyanohydrin acetate. Lipase from Burkholderia cepacia then mediated the highly enantioselective hydrolysis of the (S)-enantiomer of the racemate, leaving the (R)-acetate with an ee of> 99.9%. The ...

~99%

查看详情

查看详情

查看详情

查看详情

查看详情

查看详情

查看详情

查看详情

查看详情

查看详情

查看详情

查看详情

查看详情

~99%

查看详情

~0%

查看详情

~35%

查看详情

~0%

查看详情

~6%

查看详情

查看详情

~0%

查看详情

查看详情

查看详情

查看详情

查看详情

查看详情

~79%

查看详情

查看详情

查看详情

查看详情

查看详情

查看详情

查看详情

查看详情

查看详情

查看详情

查看详情

Enantioselective synthesis of arylmethoxyacetic acid derivat...

[Moreno-Dorado, F. Javier; Guerra, Francisco M.; Ortega, Maria J.; Zubia, Eva; Massanet, Guillermo M. Tetrahedron Asymmetry, 2003 , vol. 14, # 4 p. 503 - 510]

Conformational structure and dynamics of arylmethoxyacetates...

[Latypov, Sh. K.; Seco, J. M.; Quinoa, E.; Riguera, R. Journal of Organic Chemistry, 1995 , vol. 60, # 3 p. 504 - 515]

New chiral anisotropic reagents, NMR tools to elucidate the ...

[Kusumi, Takenori; Takahashi, Haruko; Xu, Ping; Fukusima, Toshiro; Asakawa, Yoshinori; et al. Tetrahedron Letters, 1994 , vol. 35, # 25 p. 4397 - 4400]