Rearrangement of α,β-Dibromoketones

Measurement of the α-Secondary Kinetic Isotope Effect for a Prenyltransferase by MALDI Mass Spectrometry

“…Since we planned to prepare a number of isotopically substituted forms of FPP, we elected to employ a chemoenzymatic route . Dideuterated isopentenyl diphosphate ([1- 2 H 2 ]IPP, 1b ) was first prepared in six steps from methyl allyl bromide; the deuterium atoms were introduced by LiAl 2 H 4 reduction of methyl isopentenoate to [1- 2 H 2 ]isopentenyl alcohol. The desired diphosphate was obtained by tosylation of the alcohol followed by pyrophosphorylation .…”

Reaction of monensin silver salt with methyl iodide: smooth alkylation of a tightly hydrogen-bonded carboxylate

“…The reaction of a silver salt of an acid with an alkyl halide is used infrequently for the preparation of simple aliphatic esters, but is sometimes valuable in making esters from acids that are unstable towards direct esterification (27). This is also the case for monensin, which is susceptible to esterification under acidic conditions (1).…”

Activated metals. IV. Preparation and reactions of highly reactive magnesium metal

“…However, increasing the amount of Et3N resulted in slower reduction of Mg-Cl2 and no reactivity with 2 after 2 hr (reactions 58 and 59). In Et3N only as solvent, MgCl2 is not completely reduced after 22 hr reflux (K remains in mixture, reactions 60 and 61). When MgCl2 was reduced in 15 ml of THF, followed by addition of 35 ml of Et3N, some reaction with 2 occurred, but the yields were lower than those obtained in the 25 ml-25 ml solvent mixture (reaction 62).…”