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The application of cyclobutane derivatives in organic synthesis

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Small Ring Compounds in Organic Synthesis I

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 133))

Abstract

A great variety of methods are available for the synthesis of cyclobutane derivatives. These methods generally allow regioselective as well as stereoselective synthesis of extensively substituted four-membered ring carbocycles. Although possessing intense ring strain, cyclobutanes are normally stable at room temperature, hence can be handled easily in laboratories. Nevertheless, four-membered ring compounds can undergo ring cleavage with extreme ease under several reaction conditions such as acidic condition, basic condition, nucleophilic attack, thermolysis, photolysis, oxidizing as well as reducing conditions. When the cyclobutane ring under investigation is appropriately designed to link to other functional groups, ring opening can be usually followed by skeletal rearrangement. These intriguing reactions would yield compounds with very complex structures. Therefore, the combined effect of all these special properties enables cyclobutane derivatives to become very versatile and useful starting materials for organic synthesis.

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Authors and Affiliations

  1. Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong

    Henry N. C. Wong

  2. Department of Applied Science, Hong Kong Polytechnic, Hung Hom, Kowloon, Hong Kong

    Kin-Lik Lau & Kam-Fai Tam

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  1. Henry N. C. Wong
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  2. Kin-Lik Lau
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  3. Kam-Fai Tam
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Armin de Meijere

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Wong, H.N.C., Lau, KL., Tam, KF. (1986). The application of cyclobutane derivatives in organic synthesis. In: de Meijere, A. (eds) Small Ring Compounds in Organic Synthesis I. Topics in Current Chemistry, vol 133. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-16307-7_2

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  • DOI: https://doi.org/10.1007/3-540-16307-7_2

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