American Chemical Society
ol501205v_si_002.cif (20.18 kB)

Bifunctional N‑Heterocyclic Carbene-Catalyzed Highly Enantioselective Synthesis of Spirocyclic Oxindolo-β-lactams

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posted on 2014-06-06, 00:00 authored by Han-Ming Zhang, Zhong-Hua Gao, Song Ye
The N-heterocyclic carbene-catalyzed Staudinger reaction of ketenes with isatin-derived ketimines was investigated. The bifunctional NHCs with a free hydroxyl group were demonstrated as efficient catalysts for the reaction, giving the corresponding spirocyclic oxindolo-β-lactams in high yields with excellent diastereo- and enantioselectivities.