Rh(I)-catalyzed mild intramolecular [4+2] cycloaddition reactions of ester-tethered diene-yne compounds

The cationic rhodium(I) species derived from [Rh(COD)Cl] 2 and AgSbF 6 efficiently catalyze intramolecular [4+2] cycloadditions of ester-tethered 1,3-diene-8-yne derivatives such as 2-propynyl penta-2,4-dienoate and 2,4-pentadienyl propiolate derivatives in fluorinated alcohols.

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Bibliographic Details
Published inTetrahedron letters Vol. 47; no. 6; pp. 891 - 895
Main Authors Saito, Akio, Ono, Takamitsu, Takahashi, Arata, Taguchi, Takeo, Hanzawa, Yuji
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 06.02.2006
Elsevier
Subjects
Chemistry
Chemistry, Organic
Cycloaddition
Ester-tethered diene-yne
Physical Sciences
Rhodium catalyst
Science & Technology
Rhodium catalyst
Cycloaddition
Ester-tethered diene-yne
rhodium catalyst
1,7,9-DECATRIENOATES
cycloaddition
DIELS-ALDER REACTIONS
FORMAL SYNTHESIS
STEREOCONTROL
ester-tethered diene-yne
ENANTIOSELECTIVE SYNTHESES
CATALYST
CYCLIZATION
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Summary:The cationic rhodium(I) species derived from [Rh(COD)Cl] 2 and AgSbF 6 efficiently catalyze intramolecular [4+2] cycloadditions of ester-tethered 1,3-diene-8-yne derivatives such as 2-propynyl penta-2,4-dienoate and 2,4-pentadienyl propiolate derivatives in fluorinated alcohols.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2005.11.155