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Tetrahedron: Asymmetry

Highly enantioselective synthesis of long chain alkyl trifluoromethyl carbinols and β-thiotrifluoromethyl carbinols through lipases

I Petschen, EA Malo, MP Bosch, A Guerrero

文献索引:Petschen, Ines; Malo, Edi A.; Bosch; Guerrero, Angel Tetrahedron Asymmetry, 1996 , vol. 7, # 7 p. 2135 - 2143

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被引用次数: 25

摘要

Among a variety of lipases tested, Candida antarctica lipase has been found to promote the enantioselective acylation of long chain alkyl trifluoromethyl carbinols 1a–4a and β- thiotrifluoromethyl carbinols 5a–7a, producing both R and S enantiomeric alcohols in good to excellent chemical yield and enantioselectivity. In all cases the lipase preferentially acylates the S enantiomer, irrespective the presence or not of a sulfur atom in β position to ...