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46.5.2.2 Method 2: Six-Membered Rings by [2 + 2 + 2] Cycloaddition

DOI: 10.1055/sos-SD-046-00090

Gandon, V.; Thorimbert, S.; Malacria, M., Science of Synthesis, (2009) 46, 185.

The metal-mediated or metal-catalyzed cycloaddition of 2 molar equivalents of an alkyne and 1 equivalent of an alkene is potentially the simplest and most powerful method for the construction of cyclohexa-1,3-dienes (‌Scheme 18‌). The generality of this process was demonstrated early on using cobalt complexes as chemical mediators for the syntheses of natural products (see Section ‌46.5.2.6‌).[‌53‌] Since then several other metals have been used and the topic has been the subject of several reviews;[‌54‌–‌60‌] see also Science of Synthesis, Vol. 1 [Compounds with Transition Metal—Carbon π-Bonds and Compounds of Groups 10–8 (Ni, Pd, Pt, Co, Rh, Ir, Fe, Ru, Os) (Section ‌1.4‌)].

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References

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[54] Meeeee, M. M., Meee. Mee., (8888) 88, 8888.
[55] Meeee, M.; Meeeeeeeee, M.; Meeeee, M., Mee. M. Mee. Meee., (8888), 8888.
[56] Meeee, M. M.; Meee, M. M.; Meeee, M. M.; Mee, M. M.; Meeeeeee, M. M.; Meeeee, M. M., MMMMMMM, (8888), eee, 888; eeeeeeeee eeeeee ee eee.eeeee-eee.eee.
[57] Meeeeee, M. M.; Meeee, M., Mee. Meeee. Meeee., (8888) 888, 8888.
[58] Meeeee, M.; Meeeee, M.; Meeeeeee, M., Meee. Meeeee. (Meeeeeeee), (8888), 8888.
[59] Meeeeeee, M. M., Me Meeeeeeeeeeee Meeeeeeeeeeeee Meeeeeeee MM, Meee, M. M.; Meeee, M. M. M.; Meeeeeeee, M.; Meeeeee, M., Mee.; Meeeeeee: Meeeee, (8888); Mee. 88, ee 888–888.
[60] Meeeeeee, M. M.; Meeee, M. M.; Meeeeeee, M. M.; Meeeeeee, M.; Meeeeee, M.; Meeeeeeee, M. M. M., M. Me. Meee. Mee., (8888) 888, 8888.

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