1,3-dipolar cycloaddition of “Hector's base” with arylcyanamides
✍ Scribed by Kin-ya Akiba; Tohru Tsuchiya; Masahide Ochiumi; Naoki Inamoto
- Book ID
- 104213434
- Publisher
- Elsevier Science
- Year
- 1975
- Tongue
- French
- Weight
- 165 KB
- Volume
- 16
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
## Abstract Azomethine ylides generated from 5‐(alkoxycarbonylmethyl)phenanthridinium cations were studied in 1,3‐dipolar cycloadditions with dimethyl maleate and dimethyl fumarate as dipolarophiles. The cycloadducts with the pyrrolidino[1,2‐f]phenanthridine skeleton easily underwent dehydrogenatio
The 3-methylenecephams underwent I .3-dipolar cycloaddition reactions with diazomethane to give spiropyrazolinocephams in a completely stereo-and regioselective manner. Thermal breakdown of these I-pyrazolines led to spirocyclopropane and vinyl derivatives.
Lewis base catalysed 1,3-dipolar cycloaddition between α,β-unsaturated acyl fluorides and N-[(trimethylsilyl)methyl]amino ethers has been achieved using 1 mol% DMAP. Competition experiments and (19)F-NMR studies indicate that the cycloaddition occurs preferentially between the α,β-unsaturated acyl f