AI Article Synopsis
- The text discusses a chemical reaction involving palladium (Pd) that combines racemic tertiary allylic carbonates and allylboronates to create complex carbon structures.
- This reaction is notable for being highly selective in both the placement of atoms and in producing one specific form of the product.
- The process involves a unique mechanism that includes the elimination of certain palladium intermediates and includes methods to differentiate the resulting alkenes, as well as its use in synthesizing a specific compound called (+)-α-cuparenone.
Article Abstract
The Pd-catalyzed cross-coupling of racemic tertiary allylic carbonates and allylboronates is described. This reaction generates all-carbon quaternary centers in a highly regioselective and enantioselective fashion. The outcome of these reactions is consistent with a process that proceeds by way of 3,3'-reductive elimination of bis(η(1)-allyl)palladium intermediates. Strategies for distinguishing the product alkenes and application to the synthesis of (+)-α-cuparenone are also described.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3131072 | PMC |
| http://dx.doi.org/10.1021/ja2039248 | DOI Listing |
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