A micelle-mediated approach enables facile access to bridged oxabicyclo[n.3.1]alkene scaffolds
Mohmad Muzafar Wani1,2, Auqib Rashid1,2, Bilal A Bhat1,2
1CSIR-Indian Institute of Integrative Medicine, Sanatnagar, Srinagar-190005, India. bilal@iiim.res.in.
Abstract:
Oxabicyclo[n.3.1]alkene scaffolds present in a diverse range of complex natural products have been accessed by reacting 2-cycloalkenones with 1,3-cycloalkadiones in a micellar medium. This reaction occurring in a micellar confinement environment operates through a Michael addition/enolization/oxygen addition cascade to furnish highly functionalized constructs using a sustainable organic synthesis protocol. NMR analysis confirms that the locus of the solubilizates is within the palisade and stern regions of the micellar cavity.
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