Zirconocene catalyzed diastereoselective carbometalation of cyclobutenes

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 dias...

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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 CAMBRIDGE Royal Soc Chemistry 01.01.2017
Subjects
Chemistry
Chemistry, Multidisciplinary
Cyclobutane
Physical Sciences
Science & Technology
TERT-CYCLOBUTANOLS
C BOND-CLEAVAGE
QUATERNARY STEREOGENIC CENTERS
RING STRAIN ENERGIES
CINNAMYL DERIVATIVES
ALDOL PRODUCTS
TERMINAL ALKYNES
STEREOSPECIFIC SYNTHESIS
STEREOSELECTIVE-SYNTHESIS
2+2 CYCLOADDITIONS
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Summary: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.
Bibliography:ObjectType-Article-1
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ISSN:2041-6520
2041-6539
DOI:10.1039/c6sc02617f