Journal
ORGANIC LETTERS
Volume 16, Issue 10, Pages 2764-2767Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol501078d
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- CSIR, New Delhi
- IIT Kanpur
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Switchable reaction patterns of dimerization of indole substituted butadienes via a Lewis acid and thermal activation are reported. While under acidic conditions dimerization occurred around the internal double bond of the dienophile, a complete switch of regioselectivity was observed under thermal conditions, where dimerization occurred around the terminal double bond of the dienophile. This switch of regioselectivity was further exploited for the divergent total synthesis of structurally diverse indole alkaloid natural products.
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