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Chem Commun (Camb). 2005 Apr 14;(14):1883-5. doi: 10.1039/b418035f. Epub 2005 Feb 17.

Triol protection with 6-benzoyl-3,4-dihydro-(2H)-pyran.

Chemical communications (Cambridge, England)

Caroline D L Baker, John Fawcett, Christopher D Insley, Derek S Messenger, Claire L Newland, Helen L Overend, Anup B Patel, Mufakhrul Shah, Bhavna Vara, Davinder Virdee, Bernard J Rawlings

Affiliations

  1. Department of Chemistry, University of Leicester, University Road, Leicester, UK.

PMID: 15795775 DOI: 10.1039/b418035f

Abstract

6-Benzoyl-3,4-dihydro-(2H)-pyran will protect 1,2,3-triols such as glycerol as their corresponding spiro-[5-phenyl-3,6,8-trioxabicyclo[3.2.1]octane-4,2[prime or minute]-tetrahydropyran]s and 1,2,4-triols (less efficiently) as the corresponding trioxabicyclo[3.2.2]nonanes; the hexol mannitol is converted into the corresponding bis-protected product.

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