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Synthesis of Cyclohexanol Derivatives by Zirconocene‐Mediated Ring‐Contraction Reactions of Seven‐Membered Cyclic Enol Ethers
Author(s) -
Barluenga José,
ÁlvarezRodrigo Lucía,
Rodríguez Félix,
Fañanás Francisco J.,
Sordo Tomás L.,
Campomanes Pablo
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200605172
Subject(s) - stereocenter , cyclohexanol , chemistry , electrophile , enol , reagent , cyclohexanone , ring (chemistry) , ether , medicinal chemistry , organic chemistry , enantioselective synthesis , catalysis
Shrinking the circle : Complex cyclohexanol derivatives with up to four new stereogenic centers are easily obtained by simple one‐pot, three‐component, zirconium‐mediated coupling of an alkyllithium or Grignard reagent, a seven‐membered cyclic enol ether, and an electrophile (E, see scheme).