Hydrogen bonding: Single enantiomers from a chiral-alcohol catalyst
摘要:
Hydrogen bonding acts as a ubiquitous glue to sustain the intricate architecture and functionality of proteins, nucleic acids and many supramolecular assemblies, but this weak interaction is seldom used as a force for promoting chemical reactions. Here we show that a simple chiral alcohol uses hydrogen bonding to catalyse an important family of cycloaddition reactions of a diene with various aldehydes - moreover, this reaction is highly enantioselective, generating only one of the mirror-image forms of each dihydropyran product. This type of catalysis mimics the action of enzymes and antibodies, and is unlike traditional, metal-based catalysts used in organic chemistry.
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DOI:
10.1038/424146a
被引量:
年份:
2003




























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