Journal
CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 39, Issue 3, Pages 830-835Publisher
SCIENCE PRESS
DOI: 10.6023/cjoc201812051
Keywords
stabilized phosphorus ylides; allylic alcohols; dehydrative cross couplings; palladium catalysis
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Funding
- Scientific Research Project of Henan Province [19B150018]
- Nanhu Scholars Program for Young Scholars of Xinyang Normal University
- Young Core Instructor Program of Xinyang Normal University [2018GGJS-05]
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A dehydrative cross coupling of ketone-stabilized phosphorus ylides with the readily available allylic alcohols followed by an one-pot Wittig reaction is developed. A range of functional 1,4-dienes could be obtained in 52%similar to 95% isolated yields in the presence of 5 mol% Pd(PPh3)(4) and 20 mol% B(OH)(3). The same method can be extended to ester or nitrile-stabilized phosphorus ylides, affording the corresponding 1,4-dienes in moderate yields.
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