Abstract

The Heck reaction between a carbohydrate 5,6-ene derivative 9 and an aromatic halide exclusively gave rise to the β-carbohydrate-substituted trans-styrene derivative 8 ; while the corresponding Wittig reaction produced a cis/ trans mixture in which the cis-isomer predominated. The application of the Heck reaction is described to synthesize the intermediate 5 , commonly used in the synthesis of members of the crocacin family.

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