Discovery and Application of Doubly Quaternized Cinchona‐Alkaloid‐Based Phase‐Transfer Catalysts

Angewandte Chemie International Edition
2014.0

Abstract

We report the discovery of novel N, N'-disubstituted cinchona alkaloids as efficient phase-transfer catalysts for the assembly of stereogenic quaternary centers. In comparison to traditional cinchona-alkaloid-based phase-transfer catalysts, these new catalysts afford substantial improvements in enantioselectivity and reaction rate for intramolecular spirocyclization reactions with catalyst loadings as low as 0.3 mol% under mild conditions.

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