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Synlett 1995; 1995(SI): 493-494
DOI: 10.1055/s-1995-5262
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A Synthesis of Naturally Occurring (1S,2S,3R)-4-Hydroxymethylcyclopent-4-ene-1,2,3-triol Utilizing the Cyclization of a Dioxolanyl Radical

Frederick E. Ziegler* , Patrick G. Harran
  • *Sterling Chemistry Laboratory, Yale University New Haven, Connecticut 06520-8107
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Publication Date:
31 December 2000 (online)

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A radical cyclization is employed in the synthesis of a biosynthetic precursor of aristeromycin and neplanocin A. A derivative of L-tartaric acid is used as both the source of chirality and the carbon radical.

radical - cyclization - chiral - aristeromycin - neplanocin A