Reactions of acyloxiranes with aliphatic ketones View Full Text


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Article Info

DATE

1975-07

AUTHORS

I. G. Tishchenko, O. N. Bubel', G. Z. Stasevich, A. F. Abramov

ABSTRACT

Acyloxiranes react with aliphatic ketones in the presence of boron trifluoride etherate to give the corresponding 4-acyl-1,3-dioxolanes. The corresponding 4,5s-dimethyl-4r-acetyl-1,3-dioxolanes are formed in this case from 2,3t-dimethyl-2r-acetyloxirane, whereas a mixture of cis- and trans-1,3-dioxolanes is formed from trans-2-acetyl-3-phenyloxirane and acetone. The reaction of acyloxiranes with unsymmetrical ketones gives a mixture of the cis- and trans-1,3-dioxolanes with respect to the substituents attached to C-2 relative to the acetyl group, whereas the isomer ratio in this case depends on the effective volumes of the substituents attached to C-2. More... »

PAGES

795-798

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/bf00497296

DOI

http://dx.doi.org/10.1007/bf00497296

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1029369267


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