Dimethylaluminum Chloride Catalyzed Reactions of Methyl α-Cyanoacrylate with Alkenes

DOI: 10.1021/jo00325a025

Source and publish data:

Journal of Organic Chemistry p. 2563 - 2566 (1981)

Update date:2022-08-05

Topics:

Authors:

Snider, Barry B.

Phillips, Gary B.

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

Article abstract of DOI:10.1021/jo00325a025

The methyl α-cyanoacrylate-Me2AlCl complex reacts with alkenes to give zwitterion 2.Ring closure on carbon gives the cyclobutane 3 with ca. 90percent retention of alkene stereochemistry, ring closure on oxygen gives dihydropyran 5, and a 1,5-hydrogen shif

Full text of DOI:10.1021/jo00325a025

Products guided by the article

Product name:(1R,3S)-1-Cyano-2,2,3-trimethyl-cyclobutanecarboxylic acid methyl ester

Cas No:77257-24-0

R&D Labs maybe for 77257-24-0

SHANDONG ZHANHUA YONGHAO PHARMACEUTICAL TECH.CO.,LTD

Contact:+86-576-88685096

Address:GENGJU VILLAGE NORTH ONE KILOMETER,ZHANHUA DISTRICT,BINZHOU CITY,SHANDONG PROVINCE,CHINA.
Chengdu Pukang Biotechnology Co., Ltd

Contact:+86-28-82550498

Address:No. 558 Rulin Road,Xinjin county,Chengdu city, China
Clearsynth Labs Limited

Contact:+91 - 22 - 26355700

Address:17, Lotus Business Park, Andheri West
AstaTech ( Chengdu) BioPharmaceutical Corp.

website:http://www.astabiochem.cn/

Contact:+86-15198215156-15198215156

Address:SICHUAN CHENGDU
Lianyungang Yunbo Chemical Co.,Ltd.

Contact:518-81066110

Address:B907,Dongsheng"Mingdu Square,21-2 East Chaoyang Road,Xinpu,(sale department)

Relevant to this article

Structural elucidation of adducts formed by ninhydrin with indoles and thiourea by ¹³C-NMR spectroscopy

Doi:10.1002/jps.2600691221
(1980)
Comparison of the singlet oxygen ene reactions of cyclic versus acyclic β,γ-unsaturated ketones: An experimental and computational study Dedicated to Professor Waldemar Adam on the occasion of his 75th birthday

Doi:10.1016/j.tetlet.2013.03.099
(2013)
Potential metabolites of the neuroleptic agent chlorprothixene; Synthesis and pharmacology of the 3-, 4-, 6- and 7-hydroxy and methoxy derivatives of 2-chloro-9-(3-dimethylaminopropylidene)-thioxanthenes

Doi:10.1135/cccc19803166
(1980)
Synthesis of N-glycosylated pyridines as new antiviral agents

Doi:10.1080/15257779508010701
(1995)
A mixed halo/n-alkyl compound of chromium(III): synthesis, structure, and reactivity of Cr(n-Bu)2Cl<(Me2PCH2)3CMe>

Doi:10.1016/0022-328X(89)85144-7
(1989)
Tryptamine-based human β₃-adrenergic receptor agonists. Part 2: SAR of the methylene derivatives

Doi:10.1016/j.bmcl.2004.09.054
(2004)

Article Doi