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Synthesis 1997; 1997(8): 937-941
DOI: 10.1055/s-1997-1286
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Oxidative Cyclization of 3-Hydroxy-5-tri(butyl)stannylpentanoic Acids to the Corresponding δ-Lactones

Makoto Yamamoto* , Masahiro Hirota, Keiki Kishikawa, Shigeo Kohmoto, Kazutoshi Yamada
  • *Department of Materials Science, Faculty of Engineering, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba, 263, Japan, Fax +81(43)2903422
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Publication Date:
31 December 2000 (online)

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A facile and novel 4-hydroxy-δ-lactone synthesis is described. 2-Substituted 3-hydroxy-5-tri(butyl)stannylpentanoic acids were treated with lead tetraacetate (LTA) for 5 minutes to give 4-hydroxy-δ-lactones in good yields.

cyclization - tin compounds - LTA oxidation - hydroxylactone