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Nature 441, 699-700 (8 June 2006) | doi:10.1038/441699a; Published online 7 June 2006

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Chemistry: Synthesis with a twist

Harry H. Wasserman1

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Amide bonds underpin protein stability, but distortion from their preferred geometry makes them reactive. An archetypal twisted amide has at last been made, and its chemistry will be revelatory.

On first appearances, 2-quinuclidone is a small, uncomplicated molecule compared with the many complex systems made by organic chemists in recent years. Yet the synthesis of this compound by Tani and Stoltz described on page 731 of this issue1, and the study of its chemical behaviour that this will enable, represents a milestone in our understanding of the properties of a special type of bond — the twisted amide.

  1. Harry H. Wasserman is in the Department of Chemistry, Yale University, 225 Prospect Street, New Haven, Connecticut 06511, USA.
    Email: harry.wasserman@yale.edu

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RESEARCH

Synthesis and structural analysis of 2-quinuclidonium tetrafluoroborate

Nature Letters to Editor (08 Jun 2006)