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Molecules 2006, 11(6), 421-434; doi:10.3390/11060421

Hypervalent Iodine–Mediated Ring Contraction Reactions

Instituto de Química, Universidade de São Paulo, CP 26077, CEP 05513-970, São Paulo SP, Brazil
Received: 27 November 2005 / Accepted: 2 May 2006 / Published: 20 June 2006


Hypervalent iodine reagents constitute a powerful tool in modern synthetic organic chemistry, promoting several important reactions. One such reaction is the ring contraction of cycloalkenes and cycloalkanones promoted by iodine(III) compounds, such as iodobenzene diacetate, iodosylbenzene, iodotoluene difluoride, and [hydroxy(tosyloxy)- iodo]benzene (Koser ́s reagent). This review covers all the literature related to the ring contraction of cyclic ketones and olefins promoted by iodine(III) species. View Full-Text
Keywords: Iodine(III); hypervalent iodine; ring contraction; oxidation; cycloalkenes; cycloalkanones. Iodine(III); hypervalent iodine; ring contraction; oxidation; cycloalkenes; cycloalkanones.

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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Silva, L.F., Jr. Hypervalent Iodine–Mediated Ring Contraction Reactions. Molecules 2006, 11, 421-434.

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