Abstract

AbstractA chromium‐mediated synthesis of enantiopure sugar‐based halocyclopropanecarboxamides is reported. This reaction can be stereospecifically carried out on (E)‐ or (Z)‐α,β‐unsaturated amides and takes place with the formation of a new C‐Hal stereogenic center, which is generated with total stereoselectivity. Synthetic applications of the obtained halocyclopropanecarboxamides are also reported. The structure of the halocyclopropanes and derivatives were established by X‐ray analysis. A mechanism to explain these transformations is proposed.

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