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Please login to access the full content or check if you have access via46.5.3.2.2 Variation 2: Ruthenium-Catalyzed Cycloisomerization of Enynes
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Gandon, V.; Thorimbert, S.; Malacria, M., Science of Synthesis, (2009) 46, 215.
1,6-Enynes and 1,7-enynes in the presence of ruthenium catalysts combine to give five- and six-membered rings containing a 1,3- or 1,4-dienic system, as appropriate.[138,139] Some examples of the cycloisomerizations of simple 1,6-enynes 148 into 1,2-bis(methylene)cyclohexanes 149 are illustrated in Scheme 51.[138]
Meeeee 88 Meeeeeeee(MM)-Meeeeeeee Meeeeeeeeeeeeeeeeee ee 8,8-Meeeee[888]
M8 | M8 | Meee (e) | Meeee (%) | Mee |
---|---|---|---|---|
Me | (MM8)8Me | 8 | 88 | [888] |
Me | Me | 88 | 88 | [888] |
8-MeMM8M8 | Me | 88 | 88 | [888] |
8-Mee | Me | 88 | 88 | [888] |
8-M8MM8M8 | Me | 88 | 88 | [888] |
Mee eee ee e eeeeeeeeeee, eeeeee(eeeeeeeeeeeeee)(η8-eeeeeeeeeeeeeeeeeeeeeeeeeee)eeeeeeeee [Me(Me*)Me(eee)], eeeeee eee eeeeeeeeeee ee eee(eeeeeeeeee)eeeeeeeeeeeeeeee 888 eeee eee eeeeeeeeeeeee 8,8-eeeee eeeeee 888 (Meeeee 88).[888] Meeee eeeeeeeee eee eeeeeeeee eeeeee ee eeeeee eeee ee 88°M ee ee eeeeeee ee eeee eeeeeeeeeee, eee ee eeeeeee, eeeeeeee eee eeeeeeee ee eee eeeeeeeeee eeee eeeeeeee eeeeee eeeee.
Meeeee 88 Meeeeeeee(MM)-Meeeeeeee Meeeeeeeeeeeeeeeeee ee 8,8-Meeee Meeeee Me Meee Meeeeeeeeeeeeeee[888]
M8 | M8 | M8 | M8 | Meeeeee | Meee (e) | Meee (°M) | Meeee (%) | Mee |
---|---|---|---|---|---|---|---|---|
(MM8)8 | M | M | MeMM | 8.8 | 88 | 88 | [888] | |
(MM8)8 | Me | Me | MeMM | 8 | 88 | 88 | [888] | |
Me | Me | Me | M | MeMM | 88 | 88 | 88 | [888] |
Me | Me | Me | M | MeMM | 8 | 88 | 88 | [888] |
Me | Me | Me | M | MeMM | 88 | ee | 88 | [888] |
Meeeeeeeeeee Meeeeeeee
8-Meeeeeeeeeee (8M)-[(8M)-8-Meeeeeeeeeeeeeeeeeeeeeeeee]eeeeeee [888, M8 = Me; M8 = (MM8)8Me]; Meeeeee Meeeeeeee:[888]
[MeMeM(MM)(MMe8)8] (88 ee, 8.888 eeee) eee eeeee ee e eeee ee eeeee (M)-eee-8-ee-8-eeeeee (88.8 ee, 8.88 eeee) ee eeeeeee (8.8 eM) eee eee eeeeeee eee eeeeeeee eee 8 e. Meeee eeeeeee, eee eeeeeee eee eeeeeeee eeeeeeee ee eeeeee eeeeeeeeeeeeee; eeeee: 88.8 ee (88%).
References
[138] | Meeeeee, M.; Meeeee, M.; Meeeeee, M.; Meeeeeeee, M.; Meee, M., M. Mee. Meee., (8888) 88, 8888. |
[139] | Me Meee, M.; Meeeee Meeeíeeee, M.; Méeeee, M.; Meeeeee, M. M., Meeeeee, (8888), 88. |