Synthesis and Reactivity of β-Methoxymethyl Enecarbamates

O’Connor, Patrick D.; Marino, Michael G.; Guéret, Stéphanie M.; Brimble, Margaret A.

doi:10.1021/jo901992z.s001

Synthesis and Reactivity of β-Methoxymethyl Enecarbamates

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posted on 2009-11-20, 00:00 authored by Patrick D. O’Connor, Michael G. Marino, Stéphanie M. Guéret, Margaret A. Brimble

β-Methoxymethyl enecarbamates (e.g., 1) have been prepared in a single step from α-methoxy carbamates. In the presence of a mild Lewis acid, compound 1 underwent substitution with a variety of nucleophiles including indoles, electron-rich aromatics, silyl enol ethers, and 2-trimethylsilyloxyfuran.

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trimethylsilyloxyfuran presence substitution compound 1 Reactivity Enecarbamate carbamate indole variety silyl enol ethers aromatic enecarbamate Methoxymethyl Synthesi Lewis acid methoxy nucleophile e.g

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Synthesis and Reactivity of β-Methoxymethyl Enecarbamates

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