Category: Andrew French (Faculty Co-author)

Shauna Paradine, ’08

Altermann, S. M., Richardson, R. D., Paradine, S. M., French, A. N., Page, T. K., Schmidt, R. K., et al. (2008). Catalytic Enantioselective Alpha-Oxysulfonylation of Ketones Mediated by Iodoarenes. European Journal of Organic Chemistry(31), 5315-5328.

Abstract: The alpha-oxysulfonylation of ketones catalysed by enantio enriched iodoarenes using mCPBA as stoichiometric oxidant is reported to give useful synthetic intermediates in good yield and modest enantioselectivity. We believe this to be the first report of an enantioselective organocatalytic reaction involving hypervalent iodine reagents which should open up a new field for enantioselective organocatalysis of oxidation reactions. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

Shauna Paradine, ’08

Richardson, R. D., Page, T. K., Altermann, S., Paradine, S. M., French, A. N., & Wirth, T. (2007). Enantioselective Alpha-Oxytosylation of Ketones Catalysed by Iodoarenes. Synlett(4), 538-542.

Abstract: The alpha-oxytosylation of ketones catalysed by enantioenriched iodoarenes using mCPBA as stoichiometric oxidant is reported to give useful synthetic intermediates in good yield and modest enantioselectivity. We believe this to be the first report of an enantioselective catalytic reaction involving hypervalent iodine reagents which should open up a new field for enantioselective organocatalysis of oxidation reactions.

Amanda Boye and Crystal Ingison

Boye, A. C., Meyer, D., Ingison, C. K., French, A. N., & Wirth, T. (2003).  Novel lactonization with phenonium ion participation induced by hypervalent iodine reagentsOrganic Letters, 5, 2157-2159.

Abstract: A novel lactonization of 4-aryl-4-pentenoic acids is described using aryl-λ3-iodanes as reagents for this transformation. The hypervalent iodine species acts as a hypernucleofuge, generating intermediate phenonium ions, which react to aryl-migrated lactones.

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