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

SHANGHAI ARCADIA BIOTECHNOLOGY LTD.

Contact:+86-21-61353236

Address:SUITE 901, BUILDING WENSLI, 1378 LU JIA BANG RD, SHANGAHI 200011, P.R.CHINA
SuZhou Hua-Emy Chemical Import and Export Co., LTD.

Contact:+86-512-88804994; +86-512-88804550;

Address:710, Building B, International Trade Center, 12 Huanghelu, Changshu, Jiangsu,China
Hotechem Shanghai Co., Ltd

Contact:13120882795；+86-21-34621078;+86-021-31122318

Address:Suite 2,No.2715 Longwu Road
Wuhan Shengmao Corp

website:http://www.shengmaochem.com

Contact:86-27-82853423, 82819281

Address:Rm 202, A Unit Huaqiao Building No. 2, Lihuangpi Road, Wuhan, China
Beijing Apis Biotechnology Co., Ltd.

Contact:86-010-67856775-8551

Address:NO.4PUHUANGYU ROAD,FENTAI DISTRICT, BEIJING, CHINA

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