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

Shanggao Ruiya Fine Chemicals Co., Ltd

Contact:+86-795-2592103

Address:Xingguang Nanlu,Shanggao County Industry Park
Acorn PharmaTech Co., Ltd

Contact:86-25-58619180

Address:Nanjing High-Tech Zone 10 Xinghuo Road Pukou District Nanjing, Jiangsu 210061 The People's Republic of China
Fujian Wanke Pharmaceutical Co., LTD.

Contact:+86-598-5026002

Address:Economic development zone,jiangle county
Tangshan Moneide Trading Co., Ltd.

Contact:+86-315-8309571

Address:2-7-420 Jidong Building Materials Commercial Center, Tangshan, Hebei, 064000 China
Shandong Xingshun New Material Co., Ltd.

website:http://www.sd-xingshun.com

Contact:+86-519-86461196

Address:Middle of Luhua East Road, Dingtao District

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