N-Heterocyclic Carbene Catalyzed Reaction of Enals and 1,2-Dicarbonyl Compounds:  Stereoselective Synthesis of Spiro γ-Butyrolactones

Nair, Vijay; Vellalath, Sreekumar; Poonoth, Manojkumar; Mohan, Resmi; Suresh, Eringathodi

doi:10.1021/ol052926n

Public

N-Heterocyclic Carbene Catalyzed Reaction of Enals and 1,2-Dicarbonyl Compounds: Stereoselective Synthesis of Spiro γ-Butyrolactones

Published in Organic Letters • Jan 4, 2006

Authors:

Vijay Nair

Sreekumar Vellalath

Manojkumar Poonoth

Abstract

[reaction: see text]. Nucleophilic heterocyclic carbene (NHC) catalyzed annulation of enals and cyclic 1,2-dicarbonyl compounds, opening a route to gamma-spirolactones, has been observed for the first time. The strategy works well with isatins, leading to spiroannulated oxindole derivatives. It is c...

Subject

Chemistry

Carbene

Annulation

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