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Beilstein J. Org. Chem. 2014, 10, 767–773, doi:10.3762/bjoc.10.72
Graphical Abstract
Figure 1: Published 70 eV EI mass spectra of the naturally occurring compounds A and B [12].
Figure 2: Synthesis of tetramethyltrideca-2,4-dienes 8, 14 and 15. Conditions: a: LiAlH4, Et2O, −30 °C to rt,...
Figure 3: 70 eV EIMS of synthetic tetramethyltrideca-2,4-dienes 8, 14 and 15. These spectra were run under th...
Figure 4: Synthesis of (2E,4EZ)-syn,syn-4,6,8,10-tetramethyltrideca-2,4-diene (22), as well as (2E,4E)- and (2...
Beilstein J. Org. Chem. 2014, 10, 761–766, doi:10.3762/bjoc.10.71
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.