1236459-53-2Relevant academic research and scientific papers
Chemoenzymatic and enantioselective assembly of the (1α,3aβ, 6α,7aβ)- octahydro-1,6-methano-1 H-indene framework associated with 2-isocyanoallopupukeanane: Validation of a new synthetic strategy and the identification of enantiomeric switching regimes
Dietinger, Christine E.,Banwell, Martin G.,Garson, Mary J.,Willis, Anthony C.
experimental part, p. 5250 - 5261 (2010/08/19)
The octahydro-1,6-methano-IH-indene framework associated with the marine sesquiterpenoid 2-iso- cyanoallopupukeanane (1) has been prepared in enantiomerically pure form from the cis-1,2-dihy- drocatechol 8 using DielsAlder cycloaddition, oxa-di-π-methane rearrangement and intramolecular enolate alkylation steps as the key bond-forming events. Three distinct strategies for employing such sequences in the selective synthesis of either enantiomeric form of the target framework have been identified.
