ORGN 457 |
| Cationic Au(I) complexes have been shown to efficiently catalyze tandem 3,3-rearrangement-[2 + 2] cycloadditions of propargylic 3-indoleacetates. In this report, we disclose a divergent reactivity of these substrates in the presence of AuCl3 at an elevated temperature. Instead of the formation of highly functionalized indoline-fused cyclobutane derivatives in the presence of Au(I), AuCl3 catalyzed an efficient [3 + 2] cycloaddition following the initial 3,3-rearrangement, and indoline-fused cyclopentene derivatives were formed in good to excellent yields.
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Modern Acetylene Chemistry
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster
Division of Organic Chemistry |
