A novel Dieckmann-type cyclization, the final step of the synthesis of a carbacephem derivative

DOI: 10.1055/s-1991-26563

Source and publish data:

Synthesis p. 743 - 744 (1991)

Update date:2022-09-26

Topics:

Authors:

Neyer Neyer

Ugi Ugi

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

Article abstract of DOI:10.1055/s-1991-26563

The treatment of the triacylamine, methyl 4-(dibenzoyl-aminocarbonylethyl)-2-oxoazetidine-1-acetate (2), with sodium bis(trimethylsilyl)amide leads to an unprecedented Dieckmann-type ring closure to form the anion of the carbacephem derivative, methyl 3-hydroxy-1-carbacephem-4-carboxylate, (3).

Full text of DOI:10.1055/s-1991-26563

Products guided by the article

Product name:3-Hydroxy-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester

Cas No:129374-56-7

R&D Labs maybe for 129374-56-7

Shanghai UCHEM Inc.

Contact:+86-21-56338808

Address:799 Dunhuang Road, Putuo
Shandong Zhongcheng Barium Salt Co., Ltd

Contact:+86-15725732638

Address:No.29 baoxi road, hi-tech zone, zibo, shandong
HAINAN JINYING IMPORT AND EXPORT CO. LTD

Contact:+86-898-32875423

Address:A SECTION 19TH FL, TIMES SQUARE, NO.2 GUO MAO AVENUE HAIKOU, HAINAN, P. R. OF CHINA
ShanDong XinDa Chemical CO.,LTD(expird)

Contact:086-0311-87580543

Address:No.168, High Technology Development Zone Jinan Shandong China
Nanjing Xi Ze Biological Technology Co., Ltd

Contact:86-025-66023220

Address:Address: Nanjin Qixia District Maigaoqiao R & D base in Pioneer Park Chun Yin Road 18-A928

Relevant to this article

Studies on chemical modification and biology of a natural product, gambogic acid (III): Determination of the essential pharmacophore for biological activity

Doi:10.1016/j.ejmech.2011.01.051
(2011)
Total synthesis of (±)-cycloclavine and (±)-5-epi- cycloclavine

Doi:10.1021/ja2026882
(2011)
Functionalization of Alkynes and Alkenes Using a Cascade Reaction Approach: Synthesis of β-Keto Sulfones under Metal-free Conditions

Doi:10.1021/acs.joc.9b02779
(2020)
Synthesis of simple CrL₄(alkyne) complexes by displacement of a labile cyclooctadiene ligand

Doi:10.1021/ja00179a054
(1990)
1,2-Functionalization of α,β-Epoxycycloalkanones

Doi:10.1021/jo00308a007
(1990)
Ring-opening fluorination of α, β-epoxy sulfoxides: A novel synthesis of α-fluoroketones

Doi:10.1248/cpb.38.1798
(1990)

Article Doi