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Reactions of Dichlorocarbene With Non-Olefinic Substrates

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Phase Transfer Catalysis in Organic Synthesis

Part of the book series: Reactivity and Structure: Concepts in Organic Chemistry ((REACTIVITY,volume 4))

Abstract

The reactions of dichlorocarbene with a variety of olefinic and acetylenic substrates have been discussed in Chap. 2. We wish now to turn our attention to the reactions of this species with a number of other substrates which either are non-olefinic or contain double bonds which do not constitute the major reactive function. The substrates considered here are alcohols, imines, amines, amides, thioethers, and hydrocarbons. With the exception of the latter, all of these species appear to react by initial coordination of the electrophilic carbene with a Lewis basic site. Subsequent reactions attributable to differences in the basic function or involvement with other reactive sites lead to differences in the chemistry of each substrate, and each is therefore considered separately.

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© 1977 Springer-Verlag Berlin Heidelberg

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Weber, W.P., Gokel, G.W. (1977). Reactions of Dichlorocarbene With Non-Olefinic Substrates. In: Phase Transfer Catalysis in Organic Synthesis. Reactivity and Structure: Concepts in Organic Chemistry, vol 4. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-46357-0_3

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  • DOI: https://doi.org/10.1007/978-3-642-46357-0_3

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-46359-4

  • Online ISBN: 978-3-642-46357-0

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