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SYNTHESIS AND CHIROPTICAL PROPERTIES OF C3-PERHYDROTRIQUINACENE DERIVATIVES
Almansa, Carmen,Moyano, Albert,Serratosa, Felix
, p. 2657 - 2662 (2007/10/02)
An efficient, enantioselective synthesis of C3-triketone 1, starting from optically pure lactone 2, which is commercially available in both enantiomeric forms, is described.The absolute configuration of a chiral perhydrotriquinacene derivative is therefore established for the first time by chemical correlation.The stereochemical assignments are also confirmed by the circular dichroism of both (+)-1, which shows a positive Cotton effect, and the tribenzoate (+)-12, which presents a positive exciton chirality.
