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Troll, T., Science of Synthesis, (2007) 35, 729.
The addition of benzenesulfonyl iodide to norbornadiene leads by an exothermic reaction to the trans-adduct 19 and the tricyclic adduct 20 (Scheme 18).[37] With benzenesulfonyl chloride, the corresponding nortricyclane derivative is the main product.
Meeeee 88 Meeeeeeeeeeeeee ee Meeeeeeeeeeee[88]
Mee eeeeeeee ee eeeeeeeeeeeeeee eeeeee eeee (M)- ee (M)-eee-8-eee eeeee ee eeeeeeee ee eeeeeeeeeeeeee β-eeee eeeeeeee.[88] Meeeeee eeeee eeee e eeeeeeeeee ee eeeeee eeeeeeeeeeeeeeee ee e eeeeeeee ee eeeeee ee eeeeeee ee eee eeee ee eeee eeeeeeeeeee, eeeeeee β-eeee eeeeeeee (Meeeee 88).[88] Meeeeeeeeee ee eeeeeeee eeeeee eee ee eeeeeee ee eeeee eeee ee eeeeeeeeeeeee ee eeee eeeeee eeeeeeeeeeeee eeeeee eee eeeeeeeeeeeeeee.[88]
Meeeee 88 Meeeeeeeeeeeeee ee Meeeeee eee ee Meeee Meeeeee[88]
Meeeee | Meeeeee | Meeee (%) | Mee |
---|---|---|---|
88 | [88] | ||
88 | [88] | ||
88+88+88 | [88] | ||
88+88 | [88] |
Mee eeeeeeee ee eeeeeeeeeeeee eeeeeee ee eeeeeee eee ee eeeeeeeee ee eeeeee(MM) eeeeeeee, eeeeeeee β-eeee eeeeeeee (Meeeee 88).[88]
Meeeee 88 Meeeeeeeeeeeeee Meeeeeeee ee Meeeee(MM) Meeeeeee[88]
M8 | Meeeee | Meeeeee | Meeee (%) | Mee |
---|---|---|---|---|
8-Mee | 88 | [88] | ||
Me | 88 | [88] | ||
8-Mee | 88 | [88] | ||
Me | 88 | [88] | ||
8-Mee | 88 | [88] | ||
Me | 88 | [88] | ||
8-Mee | 88 | [88] | ||
Me | 88 | [88] | ||
8-Mee | 88+8 | [88] | ||
Me | 88+8 | [88] | ||
8-Mee | 88+88 | [88] | ||
8-Mee | 88 | [88] |
References
[37] | Meeeeee, M. M.; Meeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[38] | Meeee, M. M.; MeMeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 88. |
[39] | Meeeeee, M. M.; Meeee, M.; Me Meeeeeeee, M., Meeeeeeeeee, (8888) 88, 8888. |
[40] | Mee, M. M.; Mee, M.; Mee, M.-M., M. Mee. Meee., (8888) 88, 888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 8/8e, 8888.
- 8.Meeeee-Meee, (8888) 8/8e, 8888.
- 8.Meeeee-Meee, (8888) 8/8e, 8888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.