Regio- and Stereoselective Anti-Carbozincation of Alkynyl Ethers Using ZnBr2 toward (Z)-β-Zincated Enol Ether Synthesis

被引：16

作者：

Nishimoto, Yoshihiro ^{[1
]}

Kang, Kyoungmin ^{[2
]}

Yasuda, Makoto ^{[2
]}

机构：

[1] Osaka Univ, Grad Sch Engn, Ctr Open Innovat Res & Educ COiRE, Frontier Res Base Global Young Researchers, 2-1 Yamadaoka, Suita, Osaka 5650871, Japan

[2] Osaka Univ, Grad Sch Engn, Dept Appl Chem, 2-1 Yamadaoka, Suita, Osaka 5650871, Japan

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 14期

关键词：

NUCLEOPHILIC ACETALDEHYDE EQUIVALENT; GROUP-4 ORGANOMETALLIC CHEMISTRY; STRUCTURAL-CHARACTERIZATION; DERIVATIVES; GENERATION; COMPLEXES; ALDEHYDES; HYDROSTANNATION; TRIBROMIDE; INHIBITORS;

D O I：

10.1021/acs.orglett.7b01847

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(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.

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页码：3927 / 3930

页数：4

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