A Synthetic Route to Access Allyl-methyl-N-pantothenamide via [2,3]-Wittig Rearrangement

doi:10.6023/cjoc201811009

Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (7): 2035-2041.DOI: 10.6023/cjoc201811009 Previous Articles Next Articles

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通过[2,3]-Wittig重排合成烯丙基-甲基-N-泛酸酰胺

夏礼文^a,b, 赵青^a,b, 巴梦雨^a,b, 胡超平^a,b, 孙默然^a,b, 杨华^a,b

a 郑州大学药学院郑州 450001;
b 新药创制与药物安全性评价河南省协同创新中心郑州 450001

收稿日期:2018-11-05 修回日期:2019-01-17 发布日期:2019-03-08
通讯作者: 孙默然 E-mail:sunmr@zzu.edu.cn
基金资助:
国家自然科学基金（Nos.21372205，21302175）和河南省科技厅基础研究（No.132300410028）资助项目.

A Synthetic Route to Access Allyl-methyl-N-pantothenamide via [2,3]-Wittig Rearrangement

Xia Liwen^a,b, Zhao Qing^a,b, Ba Mengyu^a,b, Hu chaoping^a,b, Sun Moran^a,b, Yang Hua^a,b

a School of Pharmaceutical Science, Zhengzhou University, Zhengzhou 450001;
b Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou 450001

Received:2018-11-05 Revised:2019-01-17 Published:2019-03-08
Contact: 10.6023/cjoc201811009 E-mail:sunmr@zzu.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21372205, 21302175) and the Basic Research Project of Science and Technology Department of Henan Province (No. 132300410028).

1. A Synthetic Route to Access Allyl-methyl-N-pantothenamide via [2,3]-Wittig Rearrangement.PDF(2243KB)

Abstract

The synthetic route of allyl-methyl-N-pantothenamide (1) featuring[2,3]-Wittig rearrangement and palladium catalyzed formate reduction to assemble the requisite quaternary carbon with adjacent secondary alcohol has been reported. Our strategy presents a facile synthetic route to access 1 in 10 steps, which also provide a novel inspiration to construct chiral quaternary carbon via asymmetrical[2,3]-Wittig rearrangement.

Key words: [2,3]-Wittig rearrangement, N-pantothenamide, chiral tertiary carbon, antimicrobial

Cite this article

Xia Liwen, Zhao Qing, Ba Mengyu, Hu chaoping, Sun Moran, Yang Hua. A Synthetic Route to Access Allyl-methyl-N-pantothenamide via [2,3]-Wittig Rearrangement[J]. Chin. J. Org. Chem., 2019, 39(7): 2035-2041.

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通过[2,3]-Wittig重排合成烯丙基-甲基-N-泛酸酰胺

A Synthetic Route to Access Allyl-methyl-N-pantothenamide via [2,3]-Wittig Rearrangement

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