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Creators/Authors contains: "Geng, Peng"

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  1. ; ; ; (, ACS Synthetic Biology)
    Full Text Available 
  2. ; ; ; ; ; ; (, Angewandte Chemie International Edition)
    Abstract The 1,4‐diacyloxylation of 1,3‐cyclohexadiene (CHD) affords valuable stereochemically defined scaffolds for natural product and pharmaceutical synthesis. Existingcis‐selective diacyloxylation protocols require superstoichiometric quantities of benzoquinone (BQ) or MnO2, which limit process sustainability and large‐scale application. In this report, reaction development and mechanistic studies are described that overcome these limitations by pairing catalytic BQ withtert‐butyl hydroperoxide as the stoichiometric oxidant. Catalytic quantities of bromide enable a switch fromtranstocisdiastereoselectivity. A catalyst with a 1:2 Pd:Br ratio supports highcisselectivity while retaining good rate and product yield. Further studies enable replacement of BQ with hydroquinone (HQ) as a source of cocatalyst, avoiding the handling of volatile and toxic BQ in large‐scale applications. 
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