Sigmatropic -Wittig Rearrangement of α-Allylic-Heterosubstituted Methylphosphonates. Part 3: High Diastereoselectivity in the Rearrangement of Anion of Dimethyl Allyloxymethylphosphonate

DOI: 10.1016/00404-0399(50)1353J-

Source and publish data:

Tetrahedron Letters p. 6635 - 6638 (1995)

Update date:2022-08-02

Topics:

Authors:

Gulea-Purcarescu, Mihaela

About-Jaudet, Elie

Collignon, Noel

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

Article abstract of DOI:10.1016/00404-0399(50)1353J-

A diastereoselectivity up to 90percent was achieved in the title rearrangement of lithiated allyloxymethylphosphonates, by using the cheaply available chiral dimenthylphosphonyl ester group as stereodirecting auxiliary.The absolute configuration of the newly formed chiral center was assigned by usual chemical conversions.

Full text of DOI:10.1016/00404-0399(50)1353J-

Products guided by the article

Product name:Phosphorochloridic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester

Cas No:161344-72-5

R&D Labs maybe for 161344-72-5

NINGBO YINLIANG FOREIGN TRADE CO., LTD.

Contact:+86-574-87834016 / 87898057

Address:23F NO.666JINYU ROAD,YINGZHOU DISTRICT,NINGBO.CHINA
Qingdao Pana-Life Biochem Co.,Ltd.

Contact:86-532-87683902

Address:No.967 Dalao Road, Licang Zone, Qingdao City,Shandong, China 266021
Tianjin Pharmacn Medical Technology Co.,Ltd.

Contact:86-22-60122566ext.866(English),23359620

Address:Green Industrial Base, 6 Haitaifazhan Sixth Rd., Huayuan Industrial Area, Tianjin, 300384, China
Jiangsu Zhenfang Chemical CO.,LTD.(Suzhou Zhenfang Chemical Factory)

Contact:+86-512-69598882

Address:Room1201, Jiayuan Road No.1018, Xiangcheng District, Suzhou, China
Eastar Chemical Corporation

website:http://www.eastarchem.com/

Contact:1-800-898-2436

Address:1215 K Street, STE 1700

Relevant to this article

Design and Synthesis of Poly(ADP-ribose) Polymerase Inhibitors: Impact of Adenosine Pocket-Binding Motif Appendage to the 3-Oxo-2,3-dihydrobenzofuran-7-carboxamide on Potency and Selectivity

Doi:10.1021/acs.jmedchem.8b01709
(2019)
Fluorescence modulation of a pyrazolone dye in the solid state based on energy transfer

Doi:10.1039/c5nj01781e
(2015)
Green synthesis and photophysical properties of novel 1H-imidazo[4,5-f][1,10]phenanthroline derivatives with blue/cyan two-photon excited fluorescence

Doi:10.1016/j.tet.2017.03.075
(2017)
Studies on synthesis and structure-activity relationships against cytoprotective activity of triterpenoidal diglycosides with an acid saccharide, D-glucopyranosuronic acid

Doi:10.1016/0223-5234(94)90073-6
(1994)
Synergistic rhodium(II) carboxylate and Bronsted acid catalyzed multicomponent reactions of enalcarbenoids: Direct synthesis of α-pyrrolylbenzylamines

Doi:10.1021/ol501508f
(2014)
Synthesis of 2,9-dialkylated phenanthro[1,2-b:8,7-b′]dithiophenes via cross-coupling reactions and sequential Lewis acid-catalyzed regioselective cycloaromatization of epoxide

Doi:10.1016/j.tetlet.2014.05.035
(2014)

Article Doi