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Stereoselective Synthesis of Metalated Cyclobutyl Derivatives
Author(s) -
Tsoglin Einav,
Chechik Helena,
Karseboom Guy,
Chinkov Nicka,
Stanger Am,
Marek Ilan
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200800719
Subject(s) - chemistry , diastereomer , stereoselectivity , intramolecular force , zirconium , ring (chemistry) , medicinal chemistry , stereochemistry , organic chemistry , catalysis
Treatment of Z ‐vinyl carbamates with dicyclopentadienyl(diethyl)zirconium [Et 2 ZrCp 2 ] leads to cyclobutyl‐zirconocene derivatives in good yields and as a unique diastereoisomer. The reaction proceeds through a carbometalative ring‐expansion followed by an intramolecular migratory insertion.