Chiral o-Methoxyaryldiazaphosphonamides − A New Class of Efficient Lewis Bases in the Catalytic Asymmetric Ring Opening of Cyclooctene Oxide with Silicon Tetrachloride
✍ Scribed by Gérard Buono
- Publisher
- John Wiley and Sons
- Year
- 2002
- Tongue
- English
- Weight
- 84 KB
- Volume
- 2002
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
This paper reported a new class of diastereomerically pure ortho-methoxydiazaphosphonamide Lewis bases prepared from the corresponding o-hydroxyarylphosphonamides. These bases have been applied to the catalytic asymmetric ring opening of cyclooctene oxide with SiCl 4 . During the last weeks, I disclosed in a correspondence (corrigenda) to Angewandte Chemie that I personally could not reproduce results previously published in this journal about the opening of cyclooctene oxide by such Lewis base catalysts. Instead, I obtained results similar to those reported by Denmark et al. in their rebuttal of our original communication. To date, my co-workers have been unable to provide an appropriate scientific rationale for the non-reproducibility of the former results and several inconsistencies I
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