Lipase catalyzed resolution of the quaternary stereogenic center in ketone-derived benzo-fused cyclic cyanohydrins

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• 作者：Jesú ; s A.  ; Rodrí ; guez-Rodrí ; guez ; Vicente  ; Gotor  ; ;   ; ^{vgs@uniovi.es} ; Rosario  ; Brieva  ; ;   ; ^{rbrieva@uniovi.es}
• 刊名：Tetrahedron: Asymmetry
• 出版年：2011
• 出版时间：15 June 2011
• 年：2011
• 卷：22
• 期：11
• 页码：1218-1224
• 全文大小：473 K

文摘

The enantioselective preparation of both enantiomers of the benzo-fused cyanohydrin derived from ¦Á-tetralone via lipase catalyzed processes is described. The (S)-enantiomer has been obtained as the remaining substrate in the CAL-A catalyzed aminolysis of the methoxyacetylated derivative, using a structurally related amine as the nucleophile. The (R)-enantiomer has been obtained as the product of CAL-A or PSL-C catalyzed hydrolysis of the methoxyacetylated derivative in organic solvents. The resolutions of several structural analogs of this cyanohydrin have been also tested under similar conditions.