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Polarity‐Directed One‐Pot Asymmetric Cascade Reactions Mediated by Two Catalysts in an Aqueous Buffer
Author(s) -
Scroggins Steven T.,
Chi Yonggui,
Fréchet Jean M. J.
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200902945
Subject(s) - nitromethane , aldehyde , catalysis , polarity (international relations) , cascade , chemistry , aqueous solution , buffer (optical fiber) , cascade reaction , aqueous medium , combinatorial chemistry , organic chemistry , chromatography , biochemistry , telecommunications , computer science , cell
A crossing between phases : Polarity makes a difference in distinguishing substrates of otherwise nearly identical chemical reactivities. A one‐pot cascade reaction involving nitromethane and two aliphatic aldehydes with similar reactivities has been developed (see scheme). The use of a biphasic reaction medium with two different organic catalysts results in the controlled incorporation of both aldehyde substrates into a single major cross‐product.