Citation: Ma Xiantao, Yu Jing, Ma Ruitian, Yan Ran, Zhang Zhenlei. Palladium-Catalyzed Dehydrative Cross Couplings of Stabilized Phosphorus Ylides with Allylic Alcohols[J]. Chinese Journal of Organic Chemistry, ;2019, 39(3): 830-835. doi: 10.6023/cjoc201812051 shu

Palladium-Catalyzed Dehydrative Cross Couplings of Stabilized Phosphorus Ylides with Allylic Alcohols

Ma Xiantao ^a,, ,
Yu Jing ^a ,
Ma Ruitian ^a ,
Yan Ran ^a ,
Zhang Zhenlei ^a,b,,

a.
College of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang 464000
b.
School of Chemistry and Material Engineering, Fuyang Normal University, Fuyang 236037

Corresponding author: Ma Xiantao, xiantaoma@126.com Zhang Zhenlei, helenken@mail.ustc.edu.cn
Received Date: 31 December 2018
Revised Date: 27 January 2019
Available Online: 22 March 2019
Fund Project: Project supported by the Scientific Research Project of Henan Province (No. 19B150018), the Nanhu Scholars Program for Young Scholars of Xinyang Normal University and the Young Core Instructor Program of Xinyang Normal University (No. 2018GGJS-05)the Nanhu Scholars Program for Young Scholars of Xinyang Normal University and the Young Core Instructor Program of Xinyang Normal University 2018GGJS-05the Scientific Research Project of Henan Province 19B150018

Figures(2)

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%~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-stabi-lized phosphorus ylides, affording the corresponding 1, 4-dienes in moderate yields.
- stabilized phosphorus ylides,
- allylic alcohols,
- dehydrative cross couplings,
- palladium catalysis
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