Synthesis of CBD and Its Derivatives Bearing Various C4 '-Side Chains with a Late-Stage Diversification Method

doi:10.1021/acs.joc.9b02880

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	Synthesis of CBD and Its Derivatives Bearing Various C4 '-Side Chains with a Late-Stage Diversification Method
	Gong, XD (Gong, Xudong)[ 2,3 ]; Sun, CL (Sun, Changliang)[ 4 ]; Abame, MA (Abame, Melkamu Alemu)[ 1 ]; Shi, WQ (Shi, Wenqiang)[ 1 ]; Xie, YC (Xie, Yuanchao)[ 1 ]; Xu, WB (Xu, Wanbin)[ 1 ]; Zhu, FQ (Zhu, Fuqiang)[ 4 ]; Zhang, Y (Zhang, Yan)[ 1 ]; Shen, JS (Shen, Jingshan)[ 1 ]; Aisa, HA (Aisa, Haji A.)[ 2 ]
刊名	JOURNAL OF ORGANIC CHEMISTRY
	2020
卷号	85 期号:4 页码:2704-2715
ISSN号	0022-3263
DOI	10.1021/acs.joc.9b02880
英文摘要	A novel synthetic route for making (-)-CBD and its derivatives bearing various C4'-side chains is developed by a late-stage diversification method. Starting from commercially available phloroglucinol, the key intermediate (-)-CBD-2OPiv-OTf is efficiently and regioselectively prepared and further undergoes Negishi cross-coupling to furnish (-)-CBD. This approach allowed an efficient synthesis of (-)-CBD in a five-step total 52% yield on a 10 g scale. Furthermore, diversification on the C4'-side chain with this method can be realized in a wide range.
WOS记录号	WOS:000516665800084
内容类型	期刊论文
源URL	[http://ir.xjipc.cas.cn/handle/365002/7281]
专题	新疆理化技术研究所_资源化学研究室
通讯作者	Aisa, HA (Aisa, Haji A.)[ 2 ]
作者单位	1.Topharman Shanghai Co Ltd, Shanghai, Peoples R China 2.Univ Chinese Acad Sci, Beijing, Peoples R China 3.Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, Urumqi, Peoples R China 4.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai, Peoples R China
推荐引用方式 GB/T 7714	Gong, XD ,Sun, CL ,Abame, MA ,et al. Synthesis of CBD and Its Derivatives Bearing Various C4 '-Side Chains with a Late-Stage Diversification Method[J]. JOURNAL OF ORGANIC CHEMISTRY,2020,85(4):2704-2715.
APA	Gong, XD .,Sun, CL .,Abame, MA .,Shi, WQ .,Xie, YC .,...&Aisa, HA .(2020).Synthesis of CBD and Its Derivatives Bearing Various C4 '-Side Chains with a Late-Stage Diversification Method.JOURNAL OF ORGANIC CHEMISTRY,85(4),2704-2715.
MLA	Gong, XD ,et al."Synthesis of CBD and Its Derivatives Bearing Various C4 '-Side Chains with a Late-Stage Diversification Method".JOURNAL OF ORGANIC CHEMISTRY 85.4(2020):2704-2715.