Asym. rhodium-catalyzed [2+2+2]-cyclization of 1,6-enynes with aldehydes gives five-membered rings, such as pyrrolidines, tetrahydrofurans, cyclopentanes, in good yield and high enantiomeric excess. As an example of the process, the cyclization of benzyloxyacetaldehyde with N-allyl-N-[3-(4-bromophenyl)prop-2-ynyl]-4-methylbenzenesulfonamide in the presence of [Rh(cod)2]BF4 and (R)-BINAP gave I in 59% yield and 93% ee. [on SciFinder(R)]
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