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  • Title: N-heterocyclic carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-Diels-Alder reactions for synthesis of fused pyrano[2,3-b]indoles.
    Author: Yang L, Wang F, Chua PJ, Lv Y, Zhong LJ, Zhong G.
    Journal: Org Lett; 2012 Jun 01; 14(11):2894-7. PubMed ID: 22594458.
    Abstract:
    A chiral N-heterocyclic carbene (NHC)-catalyzed Diels-Alder reaction of 2-oxoindolin-3-ylidenes and α-chloroaldehydes was developed for the synthesis of fused pyrano[2,3-b]indoles in good to excellent yields (up to 99%) with high cis-diastereoselectivities (>99:1 dr) and enantioselectivities (up to >99% ee).
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