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Synthesis
DOI: 10.1055/a-2616-1181
DOI: 10.1055/a-2616-1181
short review
An Accidental Synthetic Chemist
Supported by: National Science Foundation
Supported by: National Institutes of Health GM131713
We thank the National Science Foundation and the National Institutes of Health (most recently GM131713) for support.
Abstract
A journey is described that began as a genetics major, passed through a brief period as a formal synthetic organic chemist, and proceeded through a decades-long quest to be a physical organic–organometallic chemist. Although a preponderance of our program has emphasized elucidating fundamental principles of how aggregation and solvation influence reactivity, this review focuses on the results that have implications in organic synthesis.
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Introduction
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The Early Years
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Lithium Amides and N-Lithiated Species
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Sodium Amides
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Potassium Hexamethyldisilazide and Related Potassium Alkyl(trimethylsilyl) Amides
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Carbanions
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Enolates
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Conclusions
Keywords
aggregation - asymmetric synthesis - carbanions - enantioselectivity - lithiation - solvent effects - stereoselective synthesis - organometallic reagentsPublication History
Received: 28 February 2025
Accepted after revision: 26 March 2025
Article published online:
25 July 2025
© 2025. Thieme. All rights reserved.
Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany
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