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Lewis Acid Catalysis in Water with a Hydrophilic Substrate: Scandium‐Catalyzed Hydroxymethylation with Aqueous Formaldehyde in Water
Author(s) -
Kokubo Masaya,
Ogawa Chikako,
Kobayashi Shū
Publication year - 2008
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.200801849
Subject(s) - scandium , catalysis , formaldehyde , substrate (aquarium) , aqueous solution , chemistry , ligand (biochemistry) , lewis acids and bases , base (topology) , organic chemistry , combinatorial chemistry , mathematics , mathematical analysis , biochemistry , oceanography , receptor , geology
Synthesis in deep water : For the title reaction, which proceeds with high selectivities, acid–base interactions between the Sc catalyst and HCHO are important. The reaction was used in the synthesis of an odorant to demonstrate its utility (see scheme; ligand DS not shown; PI‐Pd=polymer‐incarcerated palladium; BTF=benzotrifluoride).