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Regiodivergent Ligand‐Controlled Rhodium‐Catalyzed [(2+2)+2] Carbocyclization Reactions with Alkyl Substituted Methyl Propiolates
Author(s) -
Evans P. Andrew,
Sawyer James R.,
Inglesby Phillip A.
Publication year - 2010
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.201002117
Subject(s) - ligand (biochemistry) , alkyl , rhodium , chemistry , realization (probability) , salt (chemistry) , catalysis , salt metathesis reaction , metathesis , structural isomer , combinatorial chemistry , computer science , organic chemistry , mathematics , polymerization , biochemistry , receptor , polymer , statistics
Choice is yours : In the title reaction the selective formation of either regioisomer can be controlled through judicious choice of the ancillary ligands (see scheme). Central to this accomplishment was the realization that residual silver salts from the salt metathesis of the neutral complex have a strong effect on the regio‐ and diastereoselectivity.