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Beilstein J. Org. Chem. 2018, 14, 1554–1562, doi:10.3762/bjoc.14.132
Graphical Abstract
Figure 1: Lanyamycin (1/2), differing at C-26, isolated from Sorangium cellulosum (Soce 481).
Figure 2: Structure fragments of lanyamycin (1/2) from 1H,1H-COSY spectrum (bold bonds) and selected 1H,13C-H...
Figure 3: Structure of bafilomycin A1.
Figure 4: 3D Model of the macrolactone ring of lanyamycin (1/2) and selected ROESY correlations. Green arrows...
Figure 5: HCV assay: NC = negative control, EGCG = positive control, Cpd1 = lanyamycin (1/2).
Beilstein J. Org. Chem. 2018, 14, 135–147, doi:10.3762/bjoc.14.9
Scheme 1: A selection of widespread fungal volatiles.
Figure 1: Total ion chromatogram of a representative headspace extract from Daldinia clavata MUCL 47436. Peak...
Scheme 2: Identified volatiles from Daldinia clavata MUCL 47436.
Figure 2: Mass spectra of volatiles from D. clavata that were identified by synthesis.
Scheme 3: Synthesis of manicone (10).
Scheme 4: Synthesis of a racemic mixture of all four diastereomers of 11.
Figure 3: Gas chromatographic analysis of 11 on a homochiral stationary phase. a) Synthetic mixture of all ei...
Scheme 5: Enantioselective synthesis of (4R,5S,6S)-11c and (4S,5R,6S)-11d.
Scheme 6: Epimerisations of (4R,5S,6S)-11c and (4S,5R,6S)-11d under basic conditions.
Figure 4: Gas chromatographic analysis of 11 on a homochiral stationary phase. a) Synthetic mixture of all ei...
Scheme 7: Proposed biosynthesis for (4R,5R,6S)-11a.
Figure 5: Mass spectra of a) 6-methyl-5,6-dihydro-2H-pyran-2-one (9), b) 6-propyl-5,6-dihydro-2H-pyran-2-one,...
Scheme 8: Synthesis of 6-methyl-5,6-dihydro-2H-pyran-2-one (9) and 6-nonyl-2H-pyran-2-one (17).