The borohydride-catalyzed reaction of diborane with epoxides. The anti-Markovnikov opening of trisubstituted epoxides
β Scribed by Brown, Herbert C.; Yoon, Nung Min.
- Book ID
- 120577653
- Publisher
- American Chemical Society
- Year
- 1968
- Tongue
- English
- Weight
- 302 KB
- Volume
- 90
- Category
- Article
- ISSN
- 0002-7863
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The opening of ortho-substituted phenyl oxiranes by borohydrides is described both in aqueous and solid phases. Some remarkable differences in the regioselectivity and inversion of enantioselectivity of oxirane ring-opening are reported. The results obtained are compared with previous studies and ha
We describe here the nucleophilic opening of epoxides with aromatic amines in the presence of a catalytic amount of BiCl 3 . The mild reaction conditions and the low toxicity of bismuth salts make this procedure particularly attractive for the synthesis of b-amino alcohols.