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Science 2 March 1984:
Vol. 223. no. 4639, pp. 895 - 901
DOI: 10.1126/science.223.4639.895
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Articles

Iron-Stabilized Carbocations as Intermediates for Organic Synthesis

Anthony J. Pearson 1

1 The Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106.

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.

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Science. ISSN 0036-8075 (print), 1095-9203 (online)