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Please login to access the full content or check if you have access via46.5.3.1.2 Variation 2: Zirconacene-Derivative-Promoted Cyclization of Diynes
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Gandon, V.; Thorimbert, S.; Malacria, M., Science of Synthesis, (2009) 46, 211.
In a similar type of reaction to that undergone by simple alkynes (see Section 46.5.1.2.2) acyclic diynes 137 react with zirconium(II) sources “Zr(Cp)2” to produce bicyclic zirconacyclopentadienes 138, which may be demetalated by treatment with hydrochloric acid to afford E,E-exocyclic cycloalkadienes 139, containing four- to seven-membered rings, in good yields (Scheme 46).[120]
Meeeee 88 Meeeeeeee-Meeeeeee Meeeeeeee Meeeeeeee ee Meeeee[888]
M8 | M8 | e | Meeee (%) | Mee |
---|---|---|---|---|
Me | Me | 8 | 88 | [888] |
Me | Me | 8 | 88 | [888] |
Me | Me | 8 | 88 | [888] |
MMM | MMM | 8 | 88 | [888] |
Me | MMM | 8 | 88 | [888] |
Me | Me | 8 | 88 | [888] |
Me | Me | 8 | 88 | [888] |
Meeeeeeeeeee Meeeeeeee
(M,M)-8,8-Mee[(eeeeeeeeeeeeee)eeeeeeeee]eeeeeeeeeee (888, M8 = M8 = MMM; e = 8); Meeeeee Meeeeeeee:[888]
M eeee ee [Me(Me)8Me8] (8.888 e, 8.8 eeee) ee MMM (8 eM) eee eeeeeee ee −88°M eeee e 8.8 M eeee ee MeMe ee eeeeee (8.88 eM, 8.8 eeee). Mee eeeeeee eee eeeeeee eee 8 e, eee 8,8-eee(eeeeeeeeeeeeee)eeee-8,8-eeeee (888, M8 = M8 = MMM; e = 8; 8.8 e, 8 eeee) ee MMM (8 eM) eee eeeee. Mee eeeeeee eee eeeeeee ee eeee ee ee, eee eeee eeeeeee eee 8 e ee eeee eeeeeeeeeee. Mee eeeeeee eee eeeeee eeee 8 M MMe eee eeeeeee, eee eeeeeeeee eeee eeeeeee. Mee eeeeeee eee eeeeee eeee ee MeMMM8 eee eeee eeee eeeee, eeeee (MeMM8), eee eeeeeeeeeeee. Mee eeeeeee eee eeeeeeee ee eeeeeeeeeeeeee (eeeeee eee, eeeeeee); eeeee: 8.88 e (88%).
References
[120] | Meeeeee, M.; Meeeee, M. M.; Meee, M. M.; Meeeee, M. M.; Meeeeeeee, M. M.; Meeeeee, M. M.; Meeeeeeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |