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Steric and Stereoelectronic Effects in Organic Chemistry pp 1–45Cite as

Steric and Stereoelectronic Control of Organic Molecular Structures and Organic Reactions

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Abstract

This chapter emphasises on the important aspects of steric and stereoelectronic effects and their control on the conformational and reactivity profiles. The conformational effects in ethane, butane, cyclohexane, variously substituted cyclohexanes, and cis- and trans-decalin systems allow a thorough understanding. Application of these effects to E2 and E1cB reactions followed by anomeric effect and mutarotation is discussed. The conformational effects in acetal-forming processes and their reactivity profile, carbonyl oxygen exchange in esters, and hydrolysis of orthoesters have been discussed. The application of anomeric effect in 1,4-elimination reactions, including the preservation of the geometry of the newly created double bond, is elaborated. Finally, a brief discussion on the conformational profile of thioacetals and azaacetals is presented.

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Authors and Affiliations

  1. Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, Uttar Pradesh, India

    Veejendra K. Yadav

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  1. Veejendra K. Yadav
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Correspondence to Veejendra K. Yadav .

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© 2016 Springer Science+Business Media Singapore

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Yadav, V.K. (2016). Steric and Stereoelectronic Control of Organic Molecular Structures and Organic Reactions. In: Steric and Stereoelectronic Effects in Organic Chemistry. Springer, Singapore. https://doi.org/10.1007/978-981-10-1139-9_1

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