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Synlett 1996; 1996(8): 789-790
DOI: 10.1055/s-1996-5521
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Dispiroketals in Synthesis (Part 21)1: Use of Chiral 2,2’-Bis(halomethyl)dihydropyrans as New Protecting and Resolving Agents for 1,2-Diols

Steven V. Ley* , Shigeru Mio
  • *Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK
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Publication Date:
31 December 2000 (online)

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The enantioselective protection of 1,2-diols using chiral 2,2-bis(halomethyl)dihydropyrans can be achieved in good yields. Deprotection of the resulting dispiroketal products was achieved by treatment with lithium 4,4’-di-tert-butylbiphenyl.

bisdihydropyrans - vicinal diol protection - resolution of 1,2-diols - dispiroketals