The proton-catalyzed addition of 2-methoxypropene to α-, β- and γ-cyclodextrins resulted in hexakis-, heptakis-, and octakis[2,6-di-O-(methoxydimethyl)methyl]-α-, β- and γ-cyclodextrins, but no reaction was observed of CD-s with 2,2-dimethoxypropane. The mixed acetal-type compounds can be alkylated under basic conditions. The preparation of hexakis(3-O-benzyl)-α-cyclodextrin demonstrates the synthetic value of this methodology.
- (Methoxydimethyl)methyl ethers
- Mixed acetals of cyclodextrin
- Proton-catalyzed addition of 2-methoxypropene
ASJC Scopus subject areas
- Analytical Chemistry
- Organic Chemistry