Highly Enantioselective Construction of Spiro[<i>4H</i>-pyran-3,3′-oxindoles] Through a Domino Knoevenagel/Michael/Cyclization Sequence Catalyzed by Cupreine
Organic LettersPublished 14 June 2010
Wenbing Chen, Zhijun Wu, Qing‐Lan Pei, Linfeng Cun, Xiaomei Zhang, Wei‐Cheng Yuan
Citations302
SJR quartileQ1
SJR score1.24
SNIP1.03
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TL;DR
The first enantioselective organocatalytic two- and three-component reactions via a domino Knoevenagel/Michael/cyclization sequence with cupreine as catalyst have been developed and will provide promising candidates for chemical biology and drug discovery.
Abstract
The first enantioselective organocatalytic two- and three-component reactions via a domino Knoevenagel/Michael/cyclization sequence with cupreine as catalyst have been developed. A wide range of optically active spiro[4H-pyran-3,3'-oxindoles] were obtained in excellent yields (up to 99%) with good to excellent enantioselectivities (up to 97%) from simple and readily available starting materials under mild reaction conditions. These heterocyclic spirooxindoles will provide promising candidates for chemical biology and drug discovery.
Keywords
Chemistry
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