Zirconocene catalyzed diastereoselective carbometalation of cyclobutenes† †Electronic supplementary information (ESI) available: Experimental procedures, spectroscopic data and copies of 1H and 13C NMR spectra. See DOI: 10.1039/c6sc02617f Click here for additional data file

We functionalize cyclobutene species into polysubstituted metalated cyclobutanes through the Dzhemilev reaction. The regio- and diastereoselective zirconocene-catalyzed carbomagnesiation of cyclobutenes is herein reported to afford configurationally stable cyclobutylmagnesium species that could subs...

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Published inChemical science (Cambridge) Vol. 8; no. 1; pp. 334 - 339
Main Authors Roy, Sudipta Raha, Eijsberg, Hendrik, Bruffaerts, Jeffrey, Marek, Ilan
Format Journal Article
LanguageEnglish
Published Royal Society of Chemistry 30.08.2016
Subjects
Chemistry
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Summary:We functionalize cyclobutene species into polysubstituted metalated cyclobutanes through the Dzhemilev reaction. The regio- and diastereoselective zirconocene-catalyzed carbomagnesiation of cyclobutenes is herein reported to afford configurationally stable cyclobutylmagnesium species that could subsequently react with a large variety of electrophiles to give polysubstituted cyclobutane species as a single diastereoisomer.
ISSN:2041-6520
2041-6539
DOI:10.1039/c6sc02617f