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  • Title: An approach for rapid increase in molecular complexity: atom economic routes to fused polycyclic ring systems.
    Author: Trost BM, Ehmke V.
    Journal: Org Lett; 2014 May 16; 16(10):2708-11. PubMed ID: 24787546.
    Abstract:
    A protocol for the asymmetric trimethylenemethane (TMM) [3 + 2] cycloaddition reaction of alkynyl-substituted TMM donors and unsaturated N-acyl pyrroles employing a chiral bisdiamidophosphite ligand has been developed. This process generates alkynyl-substituted cyclopentanes in high yields and diastereo- and enantioselectivities. These chiral precursors are employed for the atom economic assembly of fused polycyclic hydrocarbons with hydroindene, hydroazulene, and hydrocyclopentanaphthalene scaffolds by consecutive cycloaddition reactions.
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