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Protecting groups nucleophile properties

This Lewis acid accomplishes several functions. (1) Noncovalent protection of the 4-N-OH group which is accepted as fourth ligand to boron and thus possibility to take over electron density released from the 7-methoxy group in the critical case of DIMBOA (2) enhancement of the nucleophilic properties of the hemiacetal which was also shown to interact with the Lewis acid (3) promoter function for activation of the trichloroacetimidate glucosyl donor (4) equilibration conditions of any non-favoured diastereomers to the thermodynamically more stable... [Pg.209]

Being a ketal, this protective group shares with tetrahydropyranyl derivatives the property of being resistant to basic and nucleophilic reagents, but is readily removed by aqueous acid. The isopropylidene group can be introduced by acid-catalyzed condensation with acetone, or by acid-catalyzed exchange with 2,2-... [Pg.410]

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Nucleophiles groups

Nucleophiles properties

Nucleophilic groups

Nucleophilic property

Property Protection

Property group

Protective groups properties

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