Catalytic asymmetric synthesis of stable oxetenes via Lewis acid-promoted [2+2] cycloaddition.

Abstract

A highly enantioselective and atom-economical [2 + 2] cycloaddition of various alkynes with trifluoropyruvate using a dicationic (S)-BINAP-Pd catalyst has been established. This is the first enantioselective synthesis of stable oxetene derivatives, whose structure has been clarified by X-ray analysis. This catalytic process offers a practical synthetic… (More)
DOI: 10.1021/ja2085299

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