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Beilstein J. Org. Chem. 2014, 10, 761–766, doi:10.3762/bjoc.10.71
Graphical Abstract
Figure 1: Originally proposed structures A and B and revised structures 1 and 2 of putative sex pheromone com...
Scheme 1: Application of the iterative conjugate addition protocol for the preparation of 8.
Scheme 2: Deoxygenation and desilylation of 8.
Scheme 3: Vinylogous Horner–Wadsworth–Emmons olefination.
Scheme 4: Synthesis of α,β-unsaturated ester 15 using a Wittig reaction.
Scheme 5: Completion of the synthesis of the putative sex pheromone 2.
Beilstein J. Org. Chem. 2013, 9, 2374–2377, doi:10.3762/bjoc.9.273
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...