Enantioselective Synthesis of the 1β-Methylcarbapenems via Cycloaddition of 3-Siloxypentadiene and 4-Acetoxyazetidinone

DOI: 10.1021/jo00252a067

Source and publish data:

Journal of Organic Chemistry p. 4154 - 4156 (1988)

Update date:2022-08-05

Topics:

Authors:

Sowin, Thomas J.

Meyers, A. I.

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

Article abstract of DOI:10.1021/jo00252a067

The cycloaddition of a 3-siloxy-1,3-pentadiene and the 4-acetoxyazetidinone 3 followed by ring contraction and phosphorylation leads to the key precursor of 1β-methylcarbapenems (11) in a five-step process in 27percent overall yield.

Full text of DOI:10.1021/jo00252a067

Products guided by the article

Product name:2-{(2S,3S)-1-Benzyloxycarbonylmethyl-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-propionic acid

Cas No:115827-69-5

R&D Labs maybe for 115827-69-5

Rizhao Lanxing Chemical Indusrial Co.,Ltd

Contact:86-633-2616708

Address:NO.15 West road Shenglan, Lanshan district, Rizhao City
Dalian Join King Biochemical Tech. Co., Ltd.

Contact:0411 39216206

Address:814 First State Blvd
Zhejiang Genebest Pharmaceutical Co.,Ltd.

Contact:0086-571-63532866

Address:No.1 Jinboshi Rd Lishan Town Fuyang City Zhejiang Province China
Taizhou Crene Biotechnology co.ltd

Contact:86-576-88813233 88205808

Address:Economic Developed Zone of Taizhou Zhejiang China
waho int'l company

Contact:+86-579-85206992

Address:No 451 chouzhou north road ,room 1106 int'l business center , yiwu ,china

Relevant to this article

A Molecular keypad lock based on the thiacalix[4]arene of 1,3-alternate conformation

Doi:10.1021/ol900845g
(2009)
Synthetic method for the preparation of 2-aminomethyl-1,3-diene derivatives through indium-mediated 1,3-butadien-2-ylation of imines

Doi:10.1021/ol9005213
(2009)
NHC-Catalyzed Chemoselective Reactions of Enals and Aminobenzaldehydes for Access to Chiral Dihydroquinolines

Doi:10.1002/anie.201909479
(2019)
Unusual reaction of 5-benzoyl-3-ethoxycarbonyl-6-methylthio-1-r-1,2- dihydropyridin-2-ones with nitrogen-containing 1,4-dinucleophiles

Doi:10.1007/s10593-008-0124-3
(2008)
Synthetic approaches to amino analogues of N-acetylcolchinol

Doi:10.1021/jo900632a
(2009)
Total syntheses of (+)-altholactone [(+)-goniothalenol] and three stereocongeners and their cytotoxicity against several tumor cell lines

Doi:10.1246/bcsj.62.2328
(1989)

Article Doi