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Synthesis of (−)‐Cubebol by Face‐Selective Platinum‐, Gold‐, or Copper‐Catalyzed Cycloisomerization: Evidence for Chirality Transfer
Author(s) -
Fehr Charles,
Galindo José
Publication year - 2006
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.200504543
Subject(s) - cycloisomerization , chirality (physics) , copper , platinum , catalysis , chemistry , photochemistry , nanotechnology , combinatorial chemistry , stereochemistry , materials science , organic chemistry , physics , chiral symmetry breaking , quantum mechanics , nambu–jona lasinio model , quark
Facing facts : Control of the configuration of the propargylic center in 1 is essential for the facial selectivity observed in the Pt‐, Au‐, or Cu‐catalyzed enyne cycloisomerization. This route has been used for the stereoselective synthesis of the naturally occurring sesquiterpene (−)‐cubebol ( 2 ).