Intramolecular Diels-Alder reaction of dinitro-olefin derivatives of furan for the preparation of a versatile tool: 3,7-Dinitro-11- oxatricycloundec-9-ene

DOI: 10.1016/S0040-4020(97)10411-2

Source and publish data:

Tetrahedron p. 1773 - 1782 (1998)

Update date:2022-07-29

Topics:

Authors:

Sader-Bakaouni, Lina

Charton, Olivier

Kunesch, Nicole

Tillequin, Francois

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

Article abstract of DOI:10.1016/S0040-4020(97)10411-2

Recurrent additions of nitromethane on furfuraldehyde followed by an intramolecular DielsAlder reaction allowed the obtention of the title compound 1 in good yield with excellent stereoselectivity. Aromatization, ether cleavage and stereocontrolled oxidation reactions give evidence of the synthetic versatility of this adduct in the preparation of ergot alkaloids and valienamine bicyclic.

Full text of DOI:10.1016/S0040-4020(97)10411-2

Products guided by the article

Product name:2,5-dinitro-1,2,3,4-tetrahydronaphthalene

Cas No:203630-32-4

R&D Labs maybe for 203630-32-4

Shifang Taifeng New Flame Retardant Co., Ltd

Contact:02884721008

Address:tingjiang industrial park, hefeng town
Changzhou Ruiping Chemical Co., Ltd

website:http://www.wishchem.com

Contact:+86-519-82324280

Address:No.288-1 Huacheng Road, Jintan
Aecochem Corp.

website:http://www.aecochemical.com

Contact:+86-592 599 8717

Address:No 611 Sishui Road,Huli
Win-Win chemical Co.Ltd

website:http://www.win-winchemical.com

Contact:0086-577-64498589

Address:6F, No. 396 Xingping Road, Longwan Industrial Zone, Wenzhou City, Zhejiang, 325000 P.R.China
Changzhou Qidi Chemical Co., Ltd

website:http://www.czqdhg.com/

Contact:86-519-83382137

Address:128-1-16# HuaYuan Street,Hutang Town,Wujin District,Changzhou City,P.R.China.

Relevant to this article

A new multifunctional fluorenyl carbazole hybrid for high performance deep blue fluorescence, orange phosphorescent host and fluorescence/phosphorescence white OLEDs

Doi:10.1016/j.dyepig.2012.12.028
(2013)
Cycloadditions, 55: Substituent effects in tandem intramolecular silyl nitronate olefin cycloadditions (ISOC) leading to functionalized tetrahydrofurans

Doi:10.1002/jlac.199719970321
(1997)
Synthesis, characterization, and SAR studies of new (1H-indol-3-yl)alkyl-3- (1H-indol-3-yl)propanamide derivatives as possible antimicrobial and antitubercular agents

Doi:10.1007/s00044-012-0451-x
(2013)
Phenols-useful templates for the synthesis of bi-functional orthogonally protected dendron building blocks via solid phase Mitsunobu reaction

Doi:10.1016/j.tet.2009.11.106
(2010)
Photostable and Orthogonal Solvatochromic Fluorophores for Simultaneous in Situ Quantification of Multiple Cellular Signaling Molecules

Doi:10.1021/acschembio.0c00241
(2020)
The Chemistry of N-Substituted Benzotriazoles; Part 11. The preparation of Tertiary Amines Containing Tertiary-Alkyl Groups from Ketones, Secondary Amines, and Organometallic Reagents

Doi:10.1055/s-1989-27156
(1989)

Article Doi