Regio- and Stereoselective Anti-Carbozincation of Alkynyl Ethers Using ZnBr2 toward (Z)-β-Zincated Enol Ether Synthesis
Regio- and Stereoselective Anti-Carbozincation of Alkynyl Ethers Using ZnBr2 toward (Z)-β-Zincated Enol Ether Synthesis
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DOI：
10.1021/acs.orglett.7b01847
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发表时间：
2017-07-21
期刊：
影响因子：
5.2
通讯作者：
Yasuda, Makoto
中科院分区：
文献类型：
--
作者：
Nishimoto, Yoshihiro;Kang, Kyoungmin;Yasuda, Makoto
通过炔基醚、甲硅烷基烯酮缩醛和ZnBr_2之间的反碳锌化反应，立体选择性地合成了（Z）-β-芳氧基烯基锌。X-射线分析揭示了锌物种的结构，是甘露糖双配位二烯基锌，其在各种亲电试剂的反应中转化为官能化的烯醚作为单一异构体。
(Z)-beta-Aryloxyalkenylzincs are synthesized Stereose-lectively via anti-Carbozincation among alkynyl ethers, silyl ketene acetals, and ZnBr2. X-ray analysis revealed the structure of the zinc species, is a manonuclear two-coordinate dialkenylzinc that is transformed into functionalized enrol ethers as a single isomer in the reaction of various electrophiles.