Studies on the Chemistry and Reactivity of a-Substituted Ketones in Isonitrile-Based Multicomponent Reactions.

[摘要]：Using the Passerini and Ugi reactions as representative tests, the utility of several a-substituted ketones R-CO-CH2-X (X = sulfonyloxy, acyloxy, azido, halo, hydroxy, and sulfonyl) in isonitrile-based multicomponent reactions was explored. In a relative rate study (R = PhCH2CH2), each of the a-substituted ketones underwent Passerini condensation more rapidly than the parent ketone. Short, highly convergent routes to oxazoline [no data], b-lactam, di-O-acylglyceramides, and other mol. frameworks were developed.

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