Journal
ORGANIC LETTERS
Volume 14, Issue 23, Pages 6096-6099Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol303024q
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Funding
- NSF CAREER program [CHE-1054540]
- ACS PRF [50245-DNI]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1054540] Funding Source: National Science Foundation
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An enantioselective [2 + 2 + 2] cycloaddition of ene-allenes with allenoates is described, which transforms simple pi-components into stereochemically complex carbocycles in a single step. The rhodium(I)-catalyzed cycloaddition proceeds with good levels of enantioselectivity, and with high levels of regio-, chemo-, and diastereoselectivity. Our results are consistent with a mechanism involving an enantioselective intermolecular allene-allene oxidative coupling.
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