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Beilstein J. Org. Chem. 2013, 9, 2374–2377, doi:10.3762/bjoc.9.273
Graphical Abstract
Figure 1: (S)-1,3-dihydroxy-3,7-dimethyl-6-octen-2-one (1).
Scheme 1: Selective oxidation of glycerol [15] and methyl α-D-glucopyranoside.
Scheme 2: Approach of synthesis of (S)-1.
Scheme 3: Synthesis of (S)-1 from geraniol. Reagents and conditions: a) D-(−)-diisopropyl tartrate, Ti(OiPr)4...
Scheme 4: Synthesis starting from nerol. Reagents and conditions: a) L-(+)-diisopropyl tartrate, Ti(OiPr)4, t...