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Please login to access the full content or check if you have access via46.5.4.2.2 Variation 2: Gold- and Platinum-Catalyzed Cycloisomerization To Give Cross-Conjugated Trienes
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DOI:
10.1055/sos-SD-046-00090
Gandon, V.; Thorimbert, S.; Malacria, M., Science of Synthesis, (2009) 46, 225.
The cycloisomerization of 4,4-bis(methoxymethyl)-6,8-dimethylnona-6,7-dien-1-yne in the presence of a catalytic amount of platinum(II) chloride or gold(I) or gold(III) catalysts gives either 2,4,5,5-tetrahydroindenes 180 or cross-conjugated trienes 181 and 182 (Scheme 64). The presence or the absence of a halide bonded to the metallic cationic center dramatically influences the course of the reaction; thus, in the absence of any halide ion, trienes 181 and 182 are the only products[178]
Meeeee 88 Meeeeeee- ee Meee-Meeeeeeee Meeeeeeeeeee ee ee Meeeeeee[888]
| Meeeeeee (eee%) | Meeeeeeeee | Meeee (%) ee 888 | Meeee (888/888) | Meeee (%) ee 888 + 888 | Mee |
|---|---|---|---|---|---|
| MeMe8 (8) | eeeeeee, ee, 88 e | 88 | – | – | [888] |
| MeMe8 (8) | eeeeeee, ee, 8 e | 88 | – | – | [888] |
| MeMe8 (8) | MM8Me8, 8°M, 8.8 e | 88 | – | – | [888] |
| Me(MMe8)MMe8 (8) | MM8Me8, 8°M, 8 e | 8 | 8:8 | 88 | [888] |
| [Me(MMMe)(eeee)](MM8)8 (8) | MM8Me8, 88°M, 8.8 e | – | 8:8 | 88 | [888] |
References
| [178] | Meeeèee, M.; Meeeee, M.; Meeeee, M.; Meeeeee, M.-M.; ee Meeee, M.; Meeeee, M.; Meeeeeeeeee, M.; Meeeeeee, M., Meeee. Meee., (8888) 888, 8888; Meeee. Meee. Mee. Me., (8888) 88, 8888. |
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