Efficient and general asymmetric syntheses of (R)-chroman-4-amine salts |
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| Authors: | Eric A Voight Jerome F Daanen Bhadra H Shelat Daniel J Plata |
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| Institution: | a Global Pharmaceutical Research and Development, Abbott Laboratories, 100 Abbott Park Rd., Abbott Park, IL 60064-6100, United States
b Process Research and Development, 1401 Sheridan Rd., North Chicago, IL 60064-6285, United States |
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| Abstract: | Starting from a variety of substituted chroman-4-ones, a highly enantioselective CBS reduction using in situ-generated B-H catalyst gave (S)-chroman-4-ols. Azide inversion and reduction gave crude (R)-chroman-4-amines, which could be purified without chromatography by isolation as the (R)-mandelic or d-tartaric acid salts with good yields and excellent ee. |
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