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Diethylanilineborane: A Practical, Safe, and Consistent-Quality Borane Source for the Large-Scale Enantioselective Reduction of a Ketone Intermediate in the Synthesis of ( R , R )-Formoterol

✍ Scribed by Wilkinson, H. Scott; Tanoury, Gerald J.; Wald, Stephen A.; Senanayake, Chris H.

Book ID: 127105198
Publisher: American Chemical Society
Year: 2002
Tongue: English
Weight: 35 KB
Volume: 6
Category: Article
ISSN: 1083-6160
DOI: 10.1021/op015504b

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Conformational toolbox of oxazaborolidin

Conformational toolbox of oxazaborolidine catalysts in the enantioselective reduction of α-bromo-ketone for the synthesis of (R,R,)-formoterol

✍ Robert Hett; Chris H. Senanayake; Stephen A. Wald 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 295 KB

Several conformationally constrained oxazaborolidine catalysts have been evaluated in the reduction of ketone 1. Readily accessible (1R, 2S ) l-amino-2 .tetralol (B-H) derived oxazaborolidine catalyst (6b) proves to be the most effective and practical catalyst in the reduction of bromo-ketone I (96%