Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 37, Pages 13236-13237Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja905458n
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Funding
- The National Science Foundation [CHE-0750193]
- The Robert A. Welch Foundation
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [0750193] Funding Source: National Science Foundation
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Roche ester derivatives were converted to trisubstituted alkenes with allylic chiral centers. Hydrogenation of these substrates with chiral analogues of Crabtree's catalyst, specifically, an optically active carbene oxazoline derivative, were found to be mostly catalyst controlled. However, the peripheral functionalities and protecting groups had significant effects and could be adjusted to give high stereoselectivities. The upshot of this work is that alpha,omega-functionalized chirons to introduce 1,2-dimethyl functionalities into acyclic chains have been developed.
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