Catalytic asymmetric Simmons-Smith cyclopropanation of silyl enol ethers. Efficient synthesis of optically active cyclopropanol derivatives |
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Authors: | Du Haifeng Long Jiang Shi Yian |
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Institution: | Department of Chemistry, Colorado State University, Fort Collins, 80523, USA. |
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Abstract: | reaction: see text] This paper describes a catalytic asymmetric Simmons-Smith cyclopropanation of silyl enol ethers using dipeptide 2 as the ligand. A variety of optically active cyclopropyl silyl ethers can be obtained in high yields. Up to 96% ee was obtained. The dipeptide can be recovered after the reaction in good yield and reused without the loss of reactivity or enantioselectivity. |
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