Journal
ORGANIC LETTERS
Volume 14, Issue 5, Pages 1334-1337Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol300227a
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Funding
- NSF, WVU-PSCoR [CHE-0844602]
- Direct For Mathematical & Physical Scien [0844602] Funding Source: National Science Foundation
- Division Of Chemistry [0844602] Funding Source: National Science Foundation
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The Schmittel cyclization was achieved at room temperature through triazole-gold (TA-Au) catalyzed propargyl vinyl ether rearrangement. Other tested [L-Au](+) catalysts gave complex reaction mixtures under identical conditions with no desired products observed. Importantly, because of the employment of mild conditions, sterically hindered groups (such as t-Bu) on allene termini were no longer required, which allowed successful synthesis of previously challenging substrates.
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