The Mukaiyama Aldol Reaction: 40 Years of Continuous Development |
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Authors: | Dr Jun‐ichi Matsuo Prof?Dr Masahiro Murakami |
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Institution: | 1. Division of Pharmaceutical Sciences, Graduate School of Medical Sciences, Kanazawa University, Kanazawa 920‐1192 (Japan);2. Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Katsura, Kyoto 615‐8510 (Japan) http://www.sbchem.kyoto‐u.ac.jp/murakami‐lab/ |
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Abstract: | A directed cross‐aldol reaction of silyl enol ethers with carbonyl compounds, such as aldehydes and ketones, promoted by a Lewis acid, a reaction which is now widely known as the Mukaiyama aldol reaction. It was first reported in 1973, and this year marks the 40th anniversary. The directed cross‐aldol reactions mediated by boron enolates and tin(II) enolates also emerged from the Mukaiyama laboratory. These directed cross‐aldol reactions have become invaluable tools for the construction of stereochemically complex molecules from two carbonyl compounds. This Minireview provides a succinct historical overview of their discoveries and the early stages of their development. |
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Keywords: | aldol reaction history of science silyl enol ether stereoselectivity synthetic methods |
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