Highly enantioselective hydrogenation of 3,5-diketo esters: a formal synthesis of tetrahydrolipstatin |
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| Authors: | Jolanta Polkowska Jaros?aw Kiegiel |
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| Affiliation: | a Department of Chemistry, Warsaw University, Pasteura 1, 02-093 Warsaw, Poland
b Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland |
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| Abstract: | Compound 4, obtained via a sequence of two consecutive alkylations of methyl 3,5-dioxohexanoate (5), was transformed into the enantiomerically pure lactone (3S,4S,6R)-2 being the precursor of tetrahydrolipstatin (1). The reaction sequence involves asymmetric catalytic hydrogenation of 4 as a crucial step. |
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| Keywords: | Tetrahydrolipstatin Asymmetric synthesis 3,5-Diketo esters Enantioselective catalysis |
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