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Synlett 1994; 1994(8): 611-614
DOI: 10.1055/s-1994-22945
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First Application of Hydrogen Bonding Interactions to the Design of Asymmetric Acylation of Meso-Diols with Optically Active Acyl Halides

Kazuaki Ishihara* , Manabu Kubota, Hisashi Yamamoto
  • *School of Engineering, Nagoya University, Nagoya 464-01, Japan
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Publication Date:
18 September 2002 (online)

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Highly selective asymmetric acylation of meso-diols has been achieved using optically active camphanoyl iodide as acylating reagent. The absolute configuration of the products can be understood in terms of a rational model involving both intra- and intermolecular hydrogen bonding interactions.