210887-48-2Relevant academic research and scientific papers
Biogenetically Patterned Enantioselective Synthesis
Goldenstein, K.,Nerenz, F.,Winterfeldt, E.
, p. 3 - 14 (2007/10/03)
Biogenetically orientated enantioselective syntheses of the bicyclic-ether substructure of Azadirachtin and of the spirocyclohexenone building block for the Agelorines are communicated. In the first case the kinetic resolution of a cyclopentenone starting material is exercised in a high pressure Diels-Alder cycloaddition and in the second case the cycloadduct of a prochiral spirocyclohexadienone is used for the differentiation of enantiotopic groups.
Enantiopure building blocks for marine natural products via differentiation of enantiotopic groups
Beil, Winfried,Jones, Peter G.,Nerenz, Frank,Winterfeldt, Ekkehard
, p. 7273 - 7292 (2007/10/03)
The group and face-selective cycloaddition of the enantiopure cyclopentadiene 4 to the tyrosine-related spirocylohexadienone 10 provided a high yield of the enantiomencally pure cyclohexadienone 11. Stereoselective transformations at the remaining double bond followed by a thermal retro- process, finally giving rise to the chromophore of the marine agelorin antibiotics isolated from the sponge Agelas oroides Schmidt.
