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. Author manuscript; available in PMC: 2006 Jun 8.
Published in final edited form as: Chem Commun (Camb). 2005 Jul 7;(31):3971–3973. doi: 10.1039/b505383h

Table 2.

Scope of the intermolecular rhodium-catalyzed [2 + 2 + 2] carbocyclization reaction (Scheme 1; where R = H)

1,6-Enyne 1a 5,6-Bicyclohexadiene 2
Entry X = Y/Y = Yield (%)b
1 TsN a CO2Me a 92
2 COPh b 84
3 CONMe2 c 61
4 C(CO2Me)2 b CO2Me d 85
5 COPh e 74
6 CONMe2 f 54
7 O c CO2Me g 84
8 COPh h 81
9 CONMe2 i 55
a

All reactions were carried out on a 0.25 mmol reaction scale utilizing 10 mol% of Wilkinson's catalyst [RhCl(PPh3)3] modified with 20 mol% of silver triflate with the requisite 1,2-disubstituted alkyne (3 equiv.) under an atmosphere of argon.9

b

Isolated yield.