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- W1485465270 abstract "Conformational calculations on 8-hydroxy-germacrene B 1 with the MNDO method led to a correct prediction of the most stable conformer. Reaction of 1 with diimide resulted in regio-selective reduction which leads to the formation of two racemic mixtures of 4,5-dihydro-8-hydroxy-germacrene B (2+3). The ratio of 2 and 3 could be predicted by conformational analysis The regioselectivity of the reduction may be attributed to differences in sp2-sp3 torsional strain between the endocyclic double bonds. Upon LiAlH4 reduction of 4,5-dihydro-8-oxo-germacrene B 10 conformational induced asymmetric induction results in a highly stereospecific process in which 2 and 3 are formed in a ratio of 9:1." @default.
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- W1485465270 date "1983-01-01" @default.
- W1485465270 modified "2023-10-09" @default.
- W1485465270 title "Conformational dependent regio- and stereo-selectivity in transformations of germacrenes" @default.
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- W1485465270 doi "https://doi.org/10.1016/s0040-4020(01)92160-x" @default.
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