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

被引：11
|
作者：
Ma, Xiantao [1 ]
Yu, Jing [1 ]
Ma, Ruitian [1 ]
Yan, Ran [1 ]
Zhang, Zhenlei [1 ,2 ]
机构：
[1] Xinyang Normal Univ, Coll Chem & Chem Engn, Xinyang 464000, Peoples R China
[2] Fuyang Normal Univ, Sch Chem & Mat Engn, Fuyang 236037, Peoples R China
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 39卷 / 03期
关键词：
stabilized phosphorus ylides; allylic alcohols; dehydrative cross couplings; palladium catalysis; BAYLIS-HILLMAN REACTION; SKIPPED DIENES; STEREOSELECTIVE-SYNTHESIS; STEREOSPECIFIC SYNTHESIS; SUBSTITUTION; ALLYLATION; EFFICIENT; NICKEL; ACTIVATION; ALKYLATION;
D O I：
10.6023/cjoc201812051
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：830 / 835
页数：6
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