Stereoselective synthesis of 2-aryltetrahydrofuran-3,4-dicarboxylate derivatives: Efficient approach to tetrahydrofuran lignans

Pei WW.; Li SH.; Ye XL.; Pei J.

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Stereoselective synthesis of 2-aryltetrahydrofuran-3,4-dicarboxylate derivatives: Efficient approach to tetrahydrofuran lignans

机译：立体选择性合成2-芳基四氢呋喃-3,4-二羧酸酯衍生物：四氢呋喃木脂素的有效方法

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A convenient and stereoselective synthetic route to the precursor of natural products, lignans, containing tetrahydrofuran has been developed. A series of asymmetric 2-aryltetrahydrofuran-3,4-carboxylic acid derivatives were synthesized in high yields with this route. The effect of substituents on the Diels-Alder reaction of aryl-substituted oxazoles with alkyne dienophile and on the catalytic hydrogenation of dimethyl 2-arylfuran-3, 4-dicarboxylates has been investigated. The regioselective hydrolyses of the dimethyl ester group was also studied. All products were characterized by elemental analysis, FT-IR,H-1 NMR and MS. [References: 24]

机译：已经开发了一种方便且立体选择性的合成路线，可合成含有四氢呋喃的天然产物木脂素。通过这种途径高收率地合成了一系列不对称的2-芳基四氢呋喃-3,4-羧酸衍生物。已经研究了取代基对芳基取代的恶唑与炔二烯亲和物的狄尔斯-阿尔德反应和对2-芳基呋喃-3二甲基，4-二羧酸酯的催化氢化的影响。还研究了二甲基酯基团的区域选择性水解。所有产品均通过元素分析，FT-IR，H-1 NMR和MS表征。 [参考：24]

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《Synthesis: International Journal of Methods in Synthetic Organic Chemistry》 |2000年第14期|共9页
作者
Pei WW.; Li SH.; Ye XL.; Pei J.;
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正文语种 eng
中图分类有机化学;
关键词
Stereoselectivity; Diels-alder reactions; Hydrogenation; Hydrolysis; Furans; Platelet-activating-factor; Paf-receptor antagonist; Bis-heteroannulation; L-659; 989; Lactones;

机译：立体选择性;狄尔斯-阿尔德反应;加氢;水解;呋喃;血小板活化因子;Paf受体拮抗剂;双-异环化;L-659;989;内酯;

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1. Stereoselective synthesis of 2-aryltetrahydrofuran-3,4-dicarboxylate derivatives: Efficient approach to tetrahydrofuran lignans [J] . Pei WW., Li SH., Ye XL., Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2000,第14期

机译：立体选择性合成2-芳基四氢呋喃-3,4-二羧酸酯衍生物：四氢呋喃木脂素的有效方法
2. Stereoselective Synthesis of Tetrahydrofuran Lignans [J] . Soorukram Darunee, Pohmakotr Manat, Kuhakarn Chutima, Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2018,第24期

机译：Tetrahydrofuran Lignans的立体选择性合成
3. First highly stereoselective synthesis of (+)-dihydrosesamin, a trisubstituted tetrahydrofuran-type of lignan, by using highly erythro-selective aldol condensation [J] . Satoshi Yamauchi Teruhisa Tanaka and Yoshiro Kinoshita Journal of the Chemical Society, Perkin Transactions 1 . 2001,第18期

机译：通过使用高度赤型选择性的醛醇缩合，首次高度立体选择性地合成（+）-二氢芝麻素，一种三取代的四氢呋喃型木脂素。
4. Stereoselective Synthesis of trans-2,5-Disubstituted Tetrahydrofurans [C] . Hongxin Shi, Juli Shen, Huazhang Liu, Asia-Pacific Congress on Catalysis . 2003

机译：反式-2,5-二取代的四氢呋喃的立体选择性合成
5. The stereoselective synthesis of tetrahydrofurans from diazoesters and glyceraldehyde derivatives. [D] . Bernier, Daniel Salem. 2001

机译：由重氮酸酯和甘油醛衍生物立体选择性合成四氢呋喃。
6. Efficient and Stereoselective Dimerization of Pyrroloindolizine Derivatives Inspired by a Hypothesis for the Biosynthesis of Complex Myrmicarin Alkaloids [O] . Mohammad Movassaghi, Alison E. Ondrus, Bin Chen -1

机译：高效的和立体选择性二聚吡咯并吲哚嗪衍生物的假说启发了复杂的豆蔻碱生物碱的生物合成。
7. Stereoselective Synthesis of Tetrahydrofuran Lignans via BF3OEt2-Promoted Reductive Deoxygenation/Epimerization of Cyclic Hemiketal: Synthesis of (-)-Odoratisol C, (-)-Futokadsurin A, (-)-Veraguensin, (+)-Fragransin A2, (+)-Galbelgin, and (+)-Talaumidin [O] . -1

机译：通过BF3OET2促进的四氢呋喃木兰甘蓝的立体选择性合成循环半鸟的促进脱氧/差分：（ - ） - odoratisol C，（ - ） - Futokadsurin A，（ - ） - Veraguensin，（+） - Fragransin A2，（+） - galbelgin，和（+） - talaumidin

Stereoselective synthesis of 2-aryltetrahydrofuran-3,4-dicarboxylate derivatives: Efficient approach to tetrahydrofuran lignans

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