Hemisynthesis and absolute configuration of novel 6-pentyl-2H-pyran-2-one derivatives from Trichoderma spp.

New isolated metabolites have shed light on the detoxification mechanism of 6-pentyl-pyranone by Trichoderma spp. All new compounds were synthesized and their stereoisomers characterized. The absolute configuration of 6-[(1′R,2′S)-dihydroxypentyl]-2H-pyran-2-one and 6-[(1′S,2′R)-propyloxiran-1-yl]-2H-pyran-2-one was determined by NMR analysis of the corresponding Mosher's esters.