Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 13, Pages 5778-5781Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja301461p
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Funding
- National Science Foundation [CHE-0846427]
- Evelyn Laing McBain Fellowship Fund
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1145236, 0846427] Funding Source: National Science Foundation
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Palladium-catalyzed asymmetric benzylation has been demonstrated with azlactones as prochiral nucleophiles in the presence of chiral bisphosphine ligands. Benzylic electrophiles are utilized under two sets of reaction conditions to construct a new tetrasubstituted stereocenter. Electron density of the phenyl ring dictates the reaction conditions, including the leaving group. The reported methodology represents a novel asymmetric carbon carbon bond formation in an amino acid precursor.
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