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Aliphatic unsaturated cyanohydrins 1–3 served as starting materials in the synthesis of a set of new chiral unsaturated cyclic 1,2-ethanolamines. Combining a Grignard addition–NaBH 4 reduction sequence with a ring-closing metathesis afforded unsaturated cyclic 1,2-ethanolamines 7–11 and 22–25 in good yields and high ee (96–99%). The conversion of cyanohydrins 1–3 via a DIBAL reduction–transimination–NaBH...
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