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Synlett 1991; 1991(7): 503-504
DOI: 10.1055/s-1991-20778
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tert-Butoxymethyl Phenyl Sulfone: Hydroxymethyl Anion Equivalent and New Protecting Group for Alcohols

Marc Julia* , Daniel Uguen, Da Zhang
  • *Laboratoire de Chimie, Ecole Normale Supérieure, 24 rue Lhomond, F-75231 Paris Cedex 05, France
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07. März 2002 (online)

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1-tert-Butoxyalkyl phenyl sulfones were shown to undergo alcoholysis to give the corresponding mixed acetals. Alcohols can thus be protected as readily hydrolysable tert-butoxymethyl (BOM) ethers. 1-tert-Butoxyalkyl phenyl sulfones gave the tert-butyl ethers of homologous alcohols by reduction with complex hydrides. The bis(tert-butyl) ethers of pinacols were obtained by reductive dimerisation.