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Issue 33, 2012
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A practical entry to β-aryl-β-alkyl amino alcohols: application to the synthesis of a potent BACE1 inhibitor

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Abstract

The 1,2-addition of alkyl Grignard reagents to readily available N-tert-butanesulfinyl ketimines, bearing an α-silyloxy substituent, proceeds in high yields and excellent diastereocontrol. The utility of the present method was demonstrated by the synthesis, in enantiomerically pure form, of one recently disclosed β-secretase (BACE1) inhibitor.

Graphical abstract: A practical entry to β-aryl-β-alkyl amino alcohols: application to the synthesis of a potent BACE1 inhibitor

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Publication details

The article was received on 03 May 2012, accepted on 21 Jun 2012 and first published on 22 Jun 2012


Article type: Paper
DOI: 10.1039/C2OB25845E
Citation: Org. Biomol. Chem., 2012,10, 6758-6766
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    A practical entry to β-aryl-β-alkyl amino alcohols: application to the synthesis of a potent BACE1 inhibitor

    O. Delgado, A. Monteagudo, M. Van Gool, A. A. Trabanco and S. Fustero, Org. Biomol. Chem., 2012, 10, 6758
    DOI: 10.1039/C2OB25845E

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