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Neighboring-group participation anomerization

Acyl protection should lead, as a consequence of neighboring-group participation and the anomeric effect, exclusively to a products. This has been proved in many experiments (Table XV) with Me3SiOTf as catalyst excellent yields could be obtained in cases where all other methods essentially failed (129). It could be shown that at least some of the reactions proceed via rapid orthoester formation (129), and this intermediate then rearranges under Me3SiOTf catalysis to the desired reaction product. [Pg.58]


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Neighboring group participation

Neighboring group participation groups

Neighboring participation

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