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

Luoyang Aoda chemical Co.,Ltd.

Contact:+86-379-67518785 67516588

Address:MiaoWan industry district,YanShi City,Henan,China
Shanghai Yuanding Chem. Sci. & Tech. Co., Ltd.

website:http://www.shydtec.com

Contact:86-21-57721279

Address:Science and Technology Park, Songjiang District, Shanghai, China
Shanghai doly chemical Co.,Ltd

Contact:+86-21-34716221

Address:No.328,WuHe Roard,MinHang,ShangHai China
Jiaxing Taixin Pharmaceutical Chemical Co., Ltd

Contact:0573-82613601

Address:Chemical Park, Jiaxing, Zhejiang, China
Nanjing Yuance Industry&Trade Co., Ltd.

website:http://www.njyuance.cn/

Contact:+86-25-85439097

Address:B1702, Aoti Bldg, No. 130, Aoti Avenue, Nanjing, 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