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  • PPh3-catalyzed synthesis of dicyano-2-methylenebut-3-enoates as efficient dienes in catalytic asymmetric inverse-electron-demand Diels-Alder reaction.

PPh3-catalyzed synthesis of dicyano-2-methylenebut-3-enoates as efficient dienes in catalytic asymmetric inverse-electron-demand Diels-Alder reaction.

Chemical communications (Cambridge, England) (2011-06-23)
Xianxing Jiang, Dan Fu, Xiaomei Shi, Shoulei Wang, Rui Wang
ABSTRACT

We present here the synthesis of dicyano-2-methylenebut-3-enoates as novel Diels-Alder dienes through an efficient PPh(3)-catalyzed strategy, and an unprecedented PPh(3)-catalyzed addition/all-carbon-based asymmetric inverse-electron-demand Diels-Alder sequence reaction is disclosed for the first time.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Malononitrile, Arxada quality, ≥99.0% (calculated, GC, KF)
Sigma-Aldrich
Malononitrile, ≥99%