Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 20, Issue 44, Pages 14518-14523Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201403954
Keywords
allylboration; catalysis; domino reactions; isomerization; metathesis
Categories
Funding
- University of Rennes 1
- Centre National de la Recherche Scientifique (CNRS)
- la Region Bretagne
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We describe a highly diastereoselective approach to anti-homoallylic alcohols from allylbenzene derivatives and aldehydes. The strategy is based on a cross-metathesis/isomerization/allylboration sequence catalyzed successively by ruthenium and iridium. This methodology provides another way to access this class of compounds, which leads to the preparation of hitherto-unknown homoallylic alcohols without the requirement to control the stereochemistry of the 1-alkenyl boronate intermediates. Our study towards an enantioselective version of this sequential reaction is also reported.
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