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Chiral Dawson‐Type Hybrid Polyoxometalate Catalyzes Enantioselective Diels–Alder Reactions
Author(s) -
Xuan WenJing,
Botuha Candice,
Hasenknopf Bernold,
Thorimbert Serge
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201502839
Subject(s) - polyoxometalate , enantioselective synthesis , cyclopentadiene , diels–alder reaction , cycloaddition , chemistry , selectivity , covalent bond , chirality (physics) , organocatalysis , catalysis , organic chemistry , combinatorial chemistry , chiral anomaly , physics , fermion , quantum mechanics , nambu–jona lasinio model
Can achiral organocatalysts linked to chiral polyanionic metal oxide clusters provide good selectivity in enantioselective CC bond formations? The answer to this question is investigated by developing a new active hybrid polyoxometalate‐based catalyst for asymmetric Diels–Alder reaction. Chirality transfer from the chiral anionic polyoxometalate to the covalently linked achiral imidazolidinone allows Diels–Alder cycloaddition products to be obtained with good yields and high enantioselectivities when using cyclopentadiene and acrylaldehydes as partners.