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Aliphatic compounds

  • Chapter
The Chemistry of Natural Products

Abstract

This chapter covers those topics that do not fit easily into the ‘traditional’ biosynthetic categories. This probably constitutes the majority of natural product chemistry and the choice of topics has had to be highly selective. Most of the topics in this chapter were not covered in the first edition because they had not been discovered at that time. Insect semiochemicals have made a massive impact on our ideas about communication between organisms. A new structural analysis of lepidopteran pheromones is presented based on the compilation of Arn et al. and practical methods for their synthesis are reviewed. Simple methyl substituted pheromones have not been reviewed previously and they pose fascinating biosynthetic problems. How is it possible for an animal enantiospecifically to generate an aliphatic chain 33 carbons long with a methyl group at the 15 position? The spiroketal functional group was largely unknown in nature until the pioneering GC-MS work of Wittko Francke in the late 1970s. Methods for their synthesis are discussed, stressing general methodology and approaches that reliably give stereochemically pure materials. Organosulphur compounds sometimes have delightful and sometimes disgusting odours. A short account is presented of the volatile natural products of the Allium genus (onions and garlic) and the smaller species of Carnivora.

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  1. University of Aberdeen, UK

    R. H. Thomson (Emeritus Professor of Organic Chemistry) (Emeritus Professor of Organic Chemistry)

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Kelly, D.R. (1993). Aliphatic compounds. In: Thomson, R.H. (eds) The Chemistry of Natural Products. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-2144-6_9

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