Iron-Stabilized Carbocations as Intermediates for Organic Synthesis
- 2 March 1984
- journal article
- research article
- Published by American Association for the Advancement of Science (AAAS) in Science
- Vol. 223 (4639) , 895-901
- https://doi.org/10.1126/science.223.4639.895
Abstract
Attachment of a transition metal moiety to an olefinic ligand presents the organic chemist with unequaled opportunities to control the regio- and stereospecificities of bond formation. Applications of cationic dienyliron-carbonyl complexes to a range of natural product syntheses have been developed. These applications show how the iron-carbonyl unit directs the regio- and stereochemistry of nucleophile addition. They also show that the iron-carbonyl unit can be used to stabilize otherwise inaccessible carbocations, thereby making them readily available as synthetic intermediates.Keywords
This publication has 34 references indexed in Scilit:
- Stereoselective syntheses of some cyclohexene derivatives using complexes of molybdenumOrganometallics, 1983
- Silanes in organic synthesis. 15. Silicon-directed hydride abstraction from [2-(trimethylsilyl)-1,3-cyclohexadiene]iron tricarbonyl complexes and nucleophilic addition to the derived cationsOrganometallics, 1982
- The electronic origin of geometrical deformations in cyclohexadienyl and cyclobutenyl transition metal complexesJournal of the American Chemical Society, 1976
- Organometallic compounds in synthesis. VIII. Carbon-13 nuclear magnetic resonance spectroscopic study of tricarbonylcyclohexadienyliron saltsAustralian Journal of Chemistry, 1976
- Organoiron complexes as potential reagents in organic synthesisAccounts of Chemical Research, 1974
- Carboxamido complexes of (arene)tricarbonylmanganese(1+). Correlation with infrared dataInorganic Chemistry, 1972
- Stable carbocations. CXXIV. Benzenium ion and monoalkylbenzenium ionsJournal of the American Chemical Society, 1972
- Facile interconversion of arene- and cyanocyclohexadienylmanganese complexesInorganic Chemistry, 1971
- Metal derivatives of conjugated dienes. Part III. Some cyclohexa- and cyclohepta-dienyliron compoundsJ. Chem. Soc. A, 1967
- IRON TRICARBONYL COMPLEXES OF CYCLOHEPTATRIENE, CYCLOHEPTADIENE AND CYCLOHEPTADIENIUM ION1Journal of the American Chemical Society, 1961