Stereoselective Synthesis of Cis-Substituted Azetidinones from Penicillin: a Formal Total Synthesis of Loracarbef

DOI: 10.1016/S0040-4039(00)93376-8

Source and publish data:

Tetrahedron Letters p. 3051 - 3054 (1993)

Update date:2022-08-05

Topics:

Authors:

Deeter, Jack B.

Hall, David A.

Jordan, Christopher L.

Justice, Richard M.

Kinnick, Michael D.

et al. et al.

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

Article abstract of DOI:10.1016/S0040-4039(00)93376-8

A new method for the synthesis of chiral azetidinones bearing a carbon-carbon bond at the 4-position is described.The preparation involves a stereoselective alkylation-reduction of a silylated 4-phenylsulfonyl azetidinone.The utility of this method was demonstrated by a formal total synthesis of loracarbef.

Full text of DOI:10.1016/S0040-4039(00)93376-8

Products guided by the article

Product name:N-[(2S,3R)-2-Benzenesulfonyl-1-(tert-butyl-dimethyl-silanyl)-2-dodecyl-4-oxo-azetidin-3-yl]-2-phenoxy-acetamide

Cas No:133789-07-8

R&D Labs maybe for 133789-07-8

Shanghai Norky Pharmaceutical Co., LTD.

website:http://www.norkypharm.com

Contact:86-21-61075300

Address:1165 Jiangning Road, Office 1502, Shanghai, China
Tianjin SPHINX SCIENTIFIC LAB.

Contact:+86-022-66211289

Address:Tianda high-tech Park. No.80,the 4th Avenue
Binzhou Holly Pharmaceutical Co.,Ltd.

Contact:74517

Address:No.15 Dapu Road,Huangpu District Shanghai,P.R.China
Zhejiang kehong chemical co., ltd

Contact:0086-575-85522000

Address:xiner center RD binhai industrial zone shaoxing zhejiang province P.R.China,312073
Jiangsu Institute of Ecomones Co., Ltd

website:http://www.jsmone.com

Contact:+86-519-82821700

Address:95 Huanyuan N. Road, Jintan, Jiangsu, China

Relevant to this article

Assembly of Fully Substituted 2H-Indazoles Catalyzed by Cu₂O Rhombic Dodecahedra and Evaluation of Anticancer Activity

Doi:10.1002/cmdc.201800707
(2019)
Phosphorus-carbon(pyridyl) bond cleavage on reacting diphenyl-2- pyridylphosphine with triiron dodecacarbonyl

Doi:10.1016/j.ica.2011.06.035
(2011)
Synthesis and structural verification of the xylomannan antifreeze substance from the freeze-tolerant Alaskan beetle Upis ceramboides

Doi:10.1021/jo201780e
(2011)
Tricarbonyl(benzaldehyde)chromium(0) complexes in organic synthesis: A highly stereoselective 1,3-dipolar cycloaddition of chromium(0)-complexed nitrones

Doi:10.1016/S0040-4039(00)97200-9
(1990)
Nickel-catalyzed sp² C-H bonds arylation of N-aromatic heterocycles with Grignard reagents at room temperature

Doi:10.1039/c1cc14558d
(2011)
Three-component reaction for the C2-functionalization of 1-substituted imidazoles with acetylenic ketones and isocyanates

Doi:10.1016/j.tet.2011.08.069
(2011)

Article Doi