The use of O‐diphenylmethyl (DPM) and the O‐(9‐fluorenyl) (Fl) trichloroacetimidates permitted efficient protection of alcohols. The compatibility of these groups with other chemical manipulations is demonstrated. Glucosylation of typical acceptors with an O‐glucopyranosyl trichloroacetimidate as donor having a DPM group at 2‐O afforded β‐glucopyranosides, thus demonstrating anchimeric assistance of the DPM group in the anomeric stereocontrol. This effect was also observed in mannopyranoside synthesis. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
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Ali et al. (2003) studied this question.
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