http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-2016176560-A1

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publicationDate 2016-11-03-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber WO-2016176560-A1
titleOfInvention Chromium-mediated coupling and application to the synthesis of halichondrins
abstract The present invention provides unified synthesis of the CI -CI 9 building blocks of halichondrins and analogs theoreof using selective coupling of poly-halogenated nucleophiles in chromium-mediated coupling reactions. The present invention also provides a practical and efficient synthesis of C20-C38 building blocks of halichondrins and analogs thereof. Also provided herein are general methods of selective activation and coupling of poly-halogenated analogs with an aldehyde. The provided coupling reactions are selective for halo-enone and halo-acetylenic ketal over vinyl halide and halide attached to a sp hydridized carbon. The provided efficient selective coupling reactions can allow easy access to the CI -CI 9 building blocks and C20-C38 building blocks of halichondrins and analogs thereof with limited or no purification or separation of the intermediates.
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Total number of triples: 1639.