UNUSUAL FRIEDEL-CRAFTS REACTIONS-VI. SYNTHESIS OF ETHYL 6-(2-HYDROXYPHENYL)-2-CARBETHOXY-4-HEXENOATES BY REACTION OF METAL PHENOLATES WITH DIETHYL 2-VINYLCYCLOPROPANE-1,1-DICARBOXYLATES

DOI: 10.1016/S0040-4020(01)88684-1

Source and publish data:

Tetrahedron p. 1761 - 1764 (1983)

Update date:2022-08-05

Topics:

Authors:

Sartori, Giovanni

Bigi, Franca

Casiraghi, Giovanni

Casnati, Giuseppe

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1016/S0040-4020(01)88684-1

A mild synthesis of ethyl 6-(2-hydroxyphenyl)-2-carbethoxy-4-hexenoates (4) (SnCl4-promoted o-specific alkylation of potassium phenolates 1 with diethyl vinylcyclopropane-1,1-dicarboxylates 2) involves an oriented hexacoordinated substrate-reagent complex 3, accounting for both o-specific attack on the phenol, and 1,7-homoconjugate addition to the vinylcyclopropane.

Full text of DOI:10.1016/S0040-4020(01)88684-1

Products guided by the article

Product name:2-[(E)-4-(2-Hydroxy-3-methyl-phenyl)-but-2-enyl]-malonic acid diethyl ester

Cas No:86726-11-6

R&D Labs maybe for 86726-11-6

Liaoyang hengye Chemical Co., Ltd.

Contact:86-419-5850866

Address:North Old Xiaoxiao Road,Yantai District, Dengta, Liaoyang, Liaoning, China
Ningbo Hi-tech Zone Nice-Synth Chemical Industry Ltd.

Contact:+86-(574)-81110986

Address:No. 1210, Building 3, Wante Business Centre, Hi-tech Zone, Ningbo
WEIFANG RICHEM INTERNATIONAL LTD

Contact:86-536-2222176

Address:weifang,shandong
Jiaxing Carry Bio-Chem Technology Co.,Ltd

website:http://www.carrybiotech.com

Contact:0573-82788958

Address:Add.Fl 3th, Pharm Vally,Kaichuang Rd, Xiuzhou District, Jiaxing, Zhejiang,314031,China
Shanghai Norky Pharmaceutical Co., LTD.

website:http://www.norkypharm.com

Contact:86-21-61075300

Address:1165 Jiangning Road, Office 1502, Shanghai, China

Relevant to this article

Reactions of cyclopentadienyl-amidinate titanium hydrazides with CO ₂, CS₂, and isocyanates: Ti=N_α cycloaddition, cycloaddition-insertion, and cycloaddition-NNR₂ group transfer reactions

Doi:10.1021/om101167p
(2011)
Preparation of 2-azido-1-substituted-1 H-benzo[d]imidazoles using a copper-promoted three-component reaction and their further conversion into 2-amino and 2-triazolyl derivatives

Doi:10.1002/chem.201202215
(2012)
Further Studies of Selenosulfonation. Photoaddition of Bis(p-tolylsulfonyl)Selenide and Alkaneselenosulfonates to Alkenes and the Selenosulfonation of β-Pinene and 1,6-Heptadiene

Doi:10.1021/jo00183a006
(1984)
Synthesis of 5-(arylamino)-1-benzyluracils

Doi:10.1007/s10593-005-0218-0
(2005)
Doi:10.1139/v64-244
(1964)
Chemistry of N-Heterocyclic Sulfur Compounds. Reaction of 2,5-Dimercapto-1,3,4-thiadiazoles with 1,ω-Dibromoalkanes. Synthesis of Tetrathia<(n + 2).(n + 2)>(2,5)-1,3,4-thiadiazolophanes and Dithia<(n + 1).(n + 1)>(3,5)-1,3,4-thiadiazolinophanedithiones

Doi:10.1021/jo00379a017
(1987)

Article Doi