Synthesis and reactivity of beta-methoxymethyl enecarbamates.

Abstract

Beta-methoxymethyl enecarbamates (e.g., 1) have been prepared in a single step from alpha-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. 
DOI: 10.1021/jo901992z

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