Tobacco Chemistry. 37. The Absolute Configuration of Prenylsolanone, (9S)-6,12-Dimethyl-9-isopropyltrideca-5E,10E,12-trien-2-one, a Northunberganoid of Nicotiana tabacum L..

Abstract
Ozonolytic degradation to (2S)-5-oxo-2-isopropylhexanal estabished the absolute configuration of prenylsolanone as S in agreement with chirality of other tobacco constituents assumed to be normal thunberganoids. 13C NMR results confirmed the E-configuration previously assigned to the 5,6-double bond.

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