Aziridines as a Protecting and Directing Group. Stereoselective Synthesis of (+)-Bromoxone (VIIb).
โ Scribed by M. Teresa Barros; Pedro M. Matias; Christopher D. Maycock; M. Rita Ventura
- Publisher
- John Wiley and Sons
- Year
- 2004
- Weight
- 107 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0931-7597
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To a solution of LiAIH, (94.9 mg, 2.5 mmol) in THF (5.0 mL) was added a solution of (R)-BINOL (20 mL. 5.0 mmol, 0.25 M in THF) at 0'C. After 30 min stirring at O'C, this solution of I(O.1 M in THF) was directly used for Michael reactions. 7: To a stirred solution of the catalyst I(0.05 mmol) in THF
## Abstract **The cover picture shows** shows how a bulky protecting group directs the intramolecular NozakiโHiyamaโKishi reaction to afford exclusively one stereoisomer, whereas a small protecting group directs the reaction to afford both __anti__ and __syn__ isomers in a 2:1 ratio. Details are di