1,3-Dipolar Cycloaddition Between Ethyl Trifluoroacetoacetate and N-(Benzylidene)methylamine N-Oxide

DOI: 10.1039/P19910002888

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 2888 - 2889 (1991)

Update date:2022-07-30

Topics:

Authors:

Begue, Jean-Pierre

Bonnet-Delpon, Daniele

Lequeux, Thierry

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

Article abstract of DOI:10.1039/P19910002888

The 1,3-dipolar cycloaddition between ethyl trifluoroacetoacetate and N-(benzylidene)methylamine N-oxide, performed in boiling toluene, leads regio- and stereo-selectively to an isoxazolidine, while the corresponding ethyl acetoacetate is found to be unreactive under the same conditions.On the other hand, α-trifluoromethylstyrene behaves as α-methylstyrene and affords two diastereoisomeric trifluoromethyl-substituted cycloadducts.

Full text of DOI:10.1039/P19910002888

View Article Online / Journal Homepage / Table of Contents for this issue

View Article Online

Products guided by the article

Product name:(3S,4R,5S)-2-Methyl-3-phenyl-5-trifluoromethyl-5-trimethylsilanyloxy-isoxazolidine-4-carboxylic acid ethyl ester

Cas No:138536-07-9

R&D Labs maybe for 138536-07-9

Huangshan Honghui Pharm Technology Co., Ltd.(expird)

website:http://www.honghuichem.com

Contact:18855958372

Address:Qingshan Wan No.1,Nanyuan Kou,SheXian Huangshan City,Anhui Province
Tianjin Dongchang Fine Chemical Industry Co., Ltd.

Contact:+86-22-29894595

Address:Economic Developing Zone, Ji County, Tianjin, China
Chongqing maohuan Chemicals Co., Ltd

website:http://www.bschem.com

Contact:+86 13996103726

Address:Chongqing Nan'an District Tu Town
jiangsu haian chemical co.,ltd.

Contact:86-513-15851283853

Address:No.99,Changjiang West Road,Haian County,Jiangsu Province,China
Zhejiang Chemicals Import & Export Corporation

Contact:86-571-87043088

Address:No.37,Qingchun Road,Hangzhou,China

Relevant to this article

Kinetic study on michael-type reactions of β-nitrostyrenes with cyclic secondary amines in acetonitrile: Transition-state structures and reaction mechanism deduced from negative enthalpy of activation and analyses of LFERs

Doi:10.1021/jo4007442
(2013)
Synthesis and structure of 3,4-dihydro-4-phenyl-1,5-benzodioxepin-2-ones

Doi:10.1080/00397919108021584
(1991)
Stereocontrolled facile synthesis and biological evaluation of (3 S) and (3 R)-3-Amino (and Azido)-3-deoxy pyranonucleosides

Doi:10.1080/15257770.2012.696759
(2012)
Tandem Cycloaddition-Rearrangement of 2-Aza-1,3-dienes. A simple and efficient synthesis of 1H-1, 4-Diazepine-7(6H)-thiones

Doi:10.1039/c39910001704
(1991)
Doi:10.1021/ja01043a040
(1969)
Novel synthesis of some 1,2-benzisothiazoline derivatives: cyclization of ortho-sulfamoylcinnamates by the Michael reaction.

Doi:10.1002/jps.2600580528
(1969)

Article Doi