Substituted indenones reacted smoothly with a variety of in situ generated nitrones in the presence of lanthanide triflates to give exclusive exo 1,3-dipolar cycloaddition products in high yield. Judicious choice of the nitrone substituents allowed for further modification of the indenoisoxazolidine
A new trimethylsilyl triflate-catalyzed 1,3-dipolar cycloaddition leading to pyrrolidines
โ Scribed by Kazuo Achiwa; Minoru Sekiya
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 186 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Pyrrolidines were obtained by a new, trimethylsilyl triflatecatalyzed cycloaddition of an intermediary N-trimethylsilylated methyleneiminium ylide, a 1,3-dipole, to olefinic and acetylenic dipolarophiles.
Trimethylsilyl triflate (I.) has been known as an efficient catalyst for the carbon-carbon bond forming reactions, in the course of which its regeneration by
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