Lewis acid-mediated [3+2] cycloaddition of allyltriisopropylsilane to N-sulfonyl aldimines
β Scribed by Takahiko Akiyama; Megumi Sugano; Hirotaka Kagoshima
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- French
- Weight
- 78 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
BF 3 β’OEt 2 -mediated [3+2] cycloaddition of allyltriisopropylsilane to N-sulfonyl aldimine afforded silyl substituted pyrrolidines in good yields. Excellent cis selectivity was observed with aromatic aldimines.
π SIMILAR VOLUMES
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were synthesized by [4+2]type cycloaddition of chiral aldimines (5) with 2silyloxy-l,3-butadienes (3) in the presence of Lewis acids. In the cycloaddition, only two 2,6-trans isomers (chelation and nonchelation products) were observed and no cis compounds were detected regardless of the Lewis acid u