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A convenient synthesis of 4e-chloroadamantylideneadamantane by means of the reaction of phenylsulfenyl chloride with adamantylideneadamantane.

โœ Scribed by John Bolster; Richard M. Kellogg; Egbert W. Meijer; Hans Wynberg

Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
128 KB
Volume
20
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

We have reported that the reaction of methylsulfenyl halides with ad~antylideneadamantane (1) leads to the formation of a thiiranium salt (x), which in some instances can be isolated.' On treatment with nucleophiles the salt (2a) can undergo either desulfurization or -d~ethylation.

CR3 x0

Virtually simultaneously with our report of this reaction Garratt' reported that the reaction of I_ with phenylselenyl chloride leads to Spiro compound 2.

๐Ÿ“œ SIMILAR VOLUMES

The reaction of hypochlorous acid with o
The reaction of hypochlorous acid with olefins. A convenient synthesis of allylic chlorides
โœ Shridhar G. Hegde; Martin K. Vogel; John Saddler; Tanya Hrinyo; Ned Rockwell; Ro ๐Ÿ“‚ Article ๐Ÿ“… 1980 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 184 KB

The reaction of HOC1 with more highly substituted olefins in methylene chloride affords allylic chlorides in 60-80% isolated yields. The utility of the reaction is illustrated with the synthesis of Rose oxide and a-monoterpenes. We wish to report a synthetically important reaction of hypochlorous