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PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
17
pubmed:dateCreated
2008-9-1
pubmed:abstractText
The stereoselectivity of the Stille cross-coupling of chiral enantiopure haloallenes and alkenylstannanes en route to allenic carotenoids is shown to depend on the nature of the halogen and palladium catalyst as well as on the presence of DMF as coordinating ligand and solvent. The results are consistent with DFT studies (B3LYP/6-31G*) on haloallene model systems, which compare the energetics of the competing oxidative addition to the allene-halogen bond (with retention of configuration) and the S(N)2' displacement of the haloallene (with inversion of configuration) by the palladium complex.
pubmed:language
eng
pubmed:journal
pubmed:status
PubMed-not-MEDLINE
pubmed:month
Sep
pubmed:issn
1520-6904
pubmed:author
pubmed:issnType
Electronic
pubmed:day
5
pubmed:volume
73
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
6534-41
pubmed:year
2008
pubmed:articleTitle
Stereoselective Stille coupling of enantiopure haloallenes and alkenylstannanes for the synthesis of allenyl carotenoids. Experimental and computational studies.
pubmed:affiliation
Departamento de Química Orgánica, Facultad de Química, Universidade de Vigo, 36310 Vigo, Spain.
pubmed:publicationType
Journal Article