Journal
ORGANIC LETTERS
Volume 11, Issue 15, Pages 3498-3501Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol901334c
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Funding
- National Natural Science Foundation of China [20872063, 20672057]
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The phosphine-mediated olefination of aldehydes with electron-deficient allenes to afford trisubstituted conjugated dienes in fair to excellent yields with high E-selectivity is described. The reaction represents a new reactivity pattern of allenes with aldehydes and also provides a highly stereoselective synthetic method for preparing conjugated dienes. In the reaction, the phosphine acts as a nucleophilic promoter to generate in situ an active phosphorus ylide which mediates the intermolecular olefination.
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