Aspects of stereochemistry. Part I. Stereospecificity in formation of epoxides from cyclic allylic alcohols | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

8702701

Reference Type

Journal Article

Title

Aspects of stereochemistry. Part I. Stereospecificity in formation of epoxides from cyclic allylic alcohols

Author(s)

Henbest, HB; Wilson, RAL

Year

1957

Is Peer Reviewed?

Yes

Journal

Journal of the Chemical Society
ISSN: 0368-1769

Page Numbers

1958-1965

Language

English

DOI

10.1039/jr9570001958

Abstract

Formation of epoxides from cyclic allylic alcohols occurs on the side cis to the hydroxyl group. Study of reaction velocities confirms that the hydroxyl group exerts a promoting effect, and the hypothesis of a hydrogen-bonded transition state is advanced in explanation. A paper-chromatographic technique for the separation of cyclohexane-diols is discussed.