Journal
SYNTHESIS-STUTTGART
Volume -, Issue 13, Pages 2233-2244Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0029-1218812
Keywords
electrocyclic reactions; catalysis; dimerization; asymmetric catalysis; kinetic resolution
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Funding
- Novartis
- Direct For Mathematical & Physical Scien [840505] Funding Source: National Science Foundation
- Division Of Chemistry [840505] Funding Source: National Science Foundation
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Hexatriene substrates substituted in the 2-position with carbonyl groups were studied in the context of catalytic 6 pi electrocyclizations. The nature of the carbonyl group and the substitution pattern on the hexatriene have significant effects on the ability of these substrates to succumb to catalysis. A novel 2-formyl hexatriene dimerization was observed. The first example of a catalytic asymmetric carba-6 pi electrocyclization is reported along with the discovery of an unusual kinetic resolution via a catalytic photochemical electrocyclic ring-opening.
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