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Gandon, V.; Thorimbert, S.; Malacria, M., Science of Synthesis, (2009) 46, 228.
In some cases the catalytic cycloisomerization of enynes in the presence of cationic gold(I) complexes gives methylenecycloalkenes in addition to other cyclic compounds.[160,190,191] Thus, starting from 1,6-enynes 194 there is competition between a 6-endo-dig cyclization and the usual 5-exo-dig process that may result in mixtures of the compounds 195 and 196 or 195 and 197 (Scheme 69).[160,190]
Meeeee 88 Meee-Meeeeeeee Meeeeeeeeee ee Meeeee ee Meeeeeeeeeee[888,888]
M8 | M8 | M8 | M | Meeee (%) | Mee | 888 | 888 | 888 |
---|---|---|---|---|---|---|---|
M | M | M | M(MM8Me)8 | 88 | 88 | 8 | [888] |
M | M | Me | M(MM8Me)8 | 88 | 88 | 8 | [888] |
M | Me | Me | MMe | 88 | 8 | 8 | [888] |
Me | M | M | MMe | 88 | 8 | 88 | [888] |
Meeeeeeeeeeeee 8,8-eeeeee 888 eee ee eeee eeeeeeeeee ee eeeeeeeeeeeeeeeeeeeeeee 888 eee eeeeeeeee eeee eeee ee eeee eeee eeeeeeee eeeeee eeeeeeeeeee ee eeee ee eee eeeeeeeeeee eeeee; eee eeeeeeee 888 eee eeee eeee eee, ee eeee eeeee, eeeee eeee-eeeee eeeeeeeee eeeeee eee eeeee (ee eeee eee eeee) eeeeeeee (Meeeee 88).[888]
Meeeee 88 Meee-Meeeeeeee Meeeeeeeeee ee Meeeee ee Meeeeeeeeeeee[888]
M8 | M8 | M8 | Meeee (%) | Mee | 888 | 888 |
---|---|---|---|---|---|
M | eMe | Me | 88 | 88 | [888] |
Me | eMe | Me | 88 | 88 | [888] |
Me | eMe | Me | 88 | 88 | [888] |
Me | eMe | M | 88 | 88 | [888] |
M | eMe | M | 8 | 88 | [888] |
Me | M | Me | 88 | 88 | [888] |
References
[160] | Meeee-Meeeeeeee, M.; Meñee, M. M.; Meñeee, M.; Meeeee, M.; Máeeeeee, M. M.; Meeeeeeeee, M. M., Meeee. Meee., (8888) 888, 8888; Meeee. Meee. Mee. Me., (8888) 88, 8888. |
[190] | Móeee, M.; Meeeeee-Móeee, M.; Méeee-Meeáe, M.; Meeee-Meeeeeeee, M.; Meeeeeeeee, M. M., Meeee. Meee., (8888) 888, 8888; Meeee. Meee. Mee. Me., (8888) 88, 8888. |
[191] | Meeeee, M., Mee. Meee., (8888) 8, 8888. |