Selective synthesis of enol ethers via nickel-catalyzed cross coupling of α-oxy-vinylsulfones with alkylzinc reagents

被引：5
|
作者：
Gong, Liang [1 ,2 ,3 ]
Zhang, Qian [1 ,2 ]
Xie, Demeng [1 ,2 ]
Zhang, Wei [1 ,2 ]
Xu, Shi-Yang [1 ,2 ]
Zhang, Xia [1 ,2 ]
Niu, Dawen [1 ,2 ]
机构：
[1] Sichuan Univ, West China Hosp, State Key Lab Biotherapy, Dept Emergency, 17 Renmin Nan Rd, Chengdu 610041, Peoples R China
[2] Sichuan Univ, Sch Chem Engn, 17 Renmin Nan Rd, Chengdu 610041, Peoples R China
[3] Third Mil Med Univ, Coll Pharm, Gaotanyan St, Chongqing 400038, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2021年 / 57卷 / 92期
基金：
中国国家自然科学基金;
关键词：
STEREOSELECTIVE-SYNTHESIS; CLAISEN REARRANGEMENT; GRIGNARD-REAGENTS; DERIVATIVES; SULFONES; ISOMERIZATION; ALKENES; TRIARYLMETHANES; STEREOCHEMISTRY; ALCOHOLS;
D O I：
10.1039/d1cc05347g
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We describe here a Ni-catalyzed Negishi coupling reaction to prepare 1,2-dialkyl enol ethers in a stereoconvergent fashion. This method employs readily available and bench-stable alpha-oxy-vinylsulfones as electrophiles. The C-sulfone bond in the alpha-oxy-vinylsulfone motif is cleaved chemoselectively in these reactions. The mild conditions are tolerant of a variety of functional groups on both partners, thus representing a general strategy for enol ether synthesis. This unique reactivity of alpha-oxy-vinylsulfones indicates their further application as electrophilic partners in cross-coupling reactions.
引用
收藏
页码：12273 / 12276
页数：4
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