A new synthetic route for the synthesis of enantioenriched 1,2,3,4-tetrahydronaphthalene-derived 1,3-diols

被引：1

作者：

Cheng, Feng ^{[1
]}

Cai, Chen ^{[2
]}

Yang, Xing ^{[2
]}

Lin, Zi-Wei ^{[2
]}

Hu, Xiao-Song ^{[2
]}

Huang, Yi-Yong ^{[2
]}

机构：

[1] Wuhan Univ Technol, Sch Mat Sci & Engn, Wuhan, Hubei, Peoples R China

[2] Wuhan Univ Technol, Sch Chem Chem Engn & Life Sci, Dept Chem, Wuhan, Hubei, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2018年 / 48卷 / 22期

基金：

中国国家自然科学基金;

关键词：

Asymmetric synthesis; 1; 3-diene; 3-diol; oxetane; DYNAMIC KINETIC RESOLUTION; ASYMMETRIC TRANSFER HYDROGENATION; ENANTIOSELECTIVE SYNTHESIS; HOMOALLENYLBORATION; 1,3-BUTADIEN-2-YLATION; EPOXIDATION; OXIDATION; ALDEHYDES; COMPLEX;

D O I：

10.1080/00397911.2018.1502783

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this report, we presented a new approach to access a (1,3-butadiene-2-yl)carbinol, (1R,2R)- and (1S,2S)-1-(hydroxymethyl)-1-vinyl-1,2,3,4-tetrahydronaphthalene-2-ols. Starting from commercially available 1,4-diol-2-butyne, a six-step synthesis involving dibromination, Zn-mediated addition reaction of phenylpropyl aldehyde, epoxidation, epoxy-arene cyclization, and resolution with D(+)-Camphor afforded the title compounds. [GRAPHICS] We herein presented a new approach to access a (1,3-butandien-2yl) carbinol, (1R, 2R)- and (1S, 2S)-1-(hydroxymethyl)-1-vinyl-1,2,3,4-tetrahydronaphthalen-2-ols.

引用

页码：2859 / 2865

页数：7

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