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N-Alkyl carbamates of primary amines are easily converted into amides under treatment with Grignard reagents. Consequently, primary amines can be converted into amides in a one-pot reaction through carbamate protection and Grignard addition.
The diastereoselectivity in the nucleophilic epoxidation of γ-hydroxy α,β-unsaturated compounds using lithium-tert-butylperoxide is highly dependent on the reaction solvent but not influenced by the temperature. The free hydroxyl is key for stereoselection.
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