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Synthesis 1995; 1995(7): 859-862
DOI: 10.1055/s-1995-4001
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Ring Opening of Sugar Acetylene by Nicholas Reaction

Shigeyoshi Tanaka, Minoru Isobe*
  • *Laboratory of Organic Chemistry, School of Agricultural Sciences, Nagova University, Chikusa, Nagoya 464-01, Japan, Fax +81(52)7894111, E-mail MXG0/20/@niftyserve.or.jp I00149@sinet.ad.jp
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Publication Date:
31 December 2000 (online)

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A pyranose ring was cleaved with the assistance of an acetylene-cobalt complex. The open-chain cation intermediate was trapped by five different nucleophiles to produce the corresponding acyclic cobalt complexes which were subsequently decomplexed into acetylenic derivatives by oxidation.

Pyranose ring of cobalt-complexed sugar acetylene was cleaved by acid into an open chain compound