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Synlett 2001; 2001(2): 0269-0271
DOI: 10.1055/s-2001-10761
DOI: 10.1055/s-2001-10761
letter
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Montmorillonite K-10 Clay Assisted Transformation of Vinylketoses into Spirochromans and Arylketoses
Further Information
Publication History
Publication Date:
31 December 2001 (online)

Montmorillonite K-10 clay mediated synthesis of spirochromans and arylketoses starting from 1,2-dideoxy-4,5,6-tri-O-benzyl-8-O-tert-butyldimethylsilyl-d-gluco-oct-1-eno-3-ulopyranose (6) is presented. In addition, valuable chiral synthons were obtained by conversion of the spirochromans and arylketoses into the open chain derivatives via Vasella rearrangement.
aromatic Claisen rearrangement - Friedel-Crafts alkylation - Vasella rearrangement