Toward catalyst economy: A programmed approach to the synthesis of bicyclic lactones and lactams

The experiments leading to the development of tandem metathesis- ATRC sequences are presented. Deuterium labelling studies indicate that these sequences may involve competing elimination-intermolecular Kharasch addition reactions. The development of sequential ring closing metathesis (RCM)–Kharasch...

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Bibliographic Details
Published inJournal of organometallic chemistry Vol. 691; no. 24; pp. 5375 - 5382
Main Authors Edlin, Chris D., Faulkner, James, Fengas, David, Helliwell, Madeleine, Knight, Christopher K., House, David, Parker, Jeremy, Preece, Ian, Quayle, Peter, Raftery, James, Richards, Stuart N.
Format Journal Article
LanguageEnglish
Published LAUSANNE Elsevier B.V 01.12.2006
Elsevier
Subjects
ATRC
Carbene
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Cyclization
Grubbs
Kharasch
Metathesis
Physical Sciences
Radical
RCM
Ruthenium
Science & Technology
Tandem
Carbene
Ruthenium
Metathesis
Tandem
ATRC
Grubbs
RCM
Radical
Kharasch
TANDEM CATALYSIS
CARBON BONDS
radical
MECHANISM
ISOMERIZATION
cyclization
carbene
ruthenium
metathesis
tandem
OLEFIN-METATHESIS
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Summary:The experiments leading to the development of tandem metathesis- ATRC sequences are presented. Deuterium labelling studies indicate that these sequences may involve competing elimination-intermolecular Kharasch addition reactions. The development of sequential ring closing metathesis (RCM)–Kharasch sequences which utilize a single precatalyst is described. In these sequences the catalysts acts in a multiple role promoting two different carbon–carbon bond-forming reactions in a sequential manner.
ISSN:0022-328X
1872-8561
DOI:10.1016/j.jorganchem.2006.08.017