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Preparation of Functionalized Cyclic Enol Phosphates by Halogen−Magnesium Exchange and Directed Deprotonation Reactions

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journal contribution
posted on 02.07.2010, 00:00 by Fabian M. Piller, Tomke Bresser, Markus K. R. Fischer, Paul Knochel
Cyclic enol phosphates were magnesiated by a halogen/magnesium exchange reaction or deprotonation using TMP-derived magnesium amide bases. The resulting magnesium reagents react readily with a wide range of electrophiles like allyl bromides and acid chlorides or can be used in Pd-catalyzed cross-coupling reactions. Several optically pure enol phosphates were prepared starting from readily available d-(+)-camphor derivatives.