2- Methoxy-l,3-dioxolane

Chiang et al., 1983) but not with 2-methoxy-l,3-dioxolan [80] itself (Ahmad et al., 1979). This method and the method of using acetoxy as leaving group therefore nicely complement one another as 2-hydroxy-1,3-dioxolan which would be the intermediate obtained from [80] can be generated from the... 

Rate constants for the acid-catalysed cleavage of the exocyclic C— bond of 2-methoxy-l,3-dioxolans and the endocyclic C— bond of 2-hydroxy-1,3-dioxolans (in H20 at 25°)... 

Preparation of peroxy ortho esters by the reaction of trialkyl orthoformates, orthoacetates, orthobenzoates, ketene acetals, and 2-phenyl-2-methoxy-l,3-dioxolanes with hydroperoxides or oxygen [194-197]. 

Conducting the first two steps as a one-pit reaction10 was first suggested by Sharp less. Transacetalization of trimethyl orthoacetate with 10 under weakly acidic catalysis leads to the 2-methoxy-l,3-dioxolane 34. Addition of TMSC1 or acetyl chloride generates the 1,3-dioxolanylium cation 35, which is opened nucleophilically and regioselectively at the sterically least hindered position to chloro-acetate 36... 

The reaction can be used for the preparation of orthocarbonic esters of higher primary alcohols and of 2-alkoxy-l,3-dioxolanes and -dioxanes.le> 873 For example, 2-methoxy-l,3-dioxolane is obtained in 70% yield by heating... 

Related Reagents. 3-Bromo-1,2-propanediol 2,3-Butane-diol 2,2-Dimethyl-l,3-propanediol 2-Methoxy-l,3-dioxolane ... 

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