Tartrate-derived iminophosphorane catalyzed asymmetric hydroxymethylation of 3-substituted oxindoles with paraformaldehyde

Literature Information

Publication Date 2016-03-10
DOI 10.1039/C6QO00074F
Impact Factor 5.281
Authors

Jianwei Han, Limin Wang


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Abstract

The enantioselective synthesis of 3-hydroxymethyl-2-oxindoles was achieved through organocatalysis by a tartrate-derived chiral iminophosphorane in 81–98% yields and up to 94% ee under mild conditions. Of note is that readily available and easily usable paraformaldehyde was employed as a hydroxymethylation C1 unit in the reaction.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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