Hetero-Diels-Alder Reactions on a Carbohydrate Template: Stereoselective Synthesis of (S)-Anabasin

DOI: 10.1021/jo00279a001

Source and publish data:

Journal of Organic Chemistry p. 4261 - 4263 (1989)

Update date:2022-08-02

Topics: Stereoselective synthesis

Authors:

Pfrengle, Waldemar

Kunz, Horst

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

Article abstract of DOI:10.1021/jo00279a001

Diastereoselective aza-Diels-Alder reaction using the tetra-O-pivaloyl-β-D-galactopyranosylamine as the chiral template affords the synthesis of enantiomerically pure 2-substituted piperidine derivatives, e.g. the tobacco alkaloid (S)-anabasin.

Full text of DOI:10.1021/jo00279a001

Products guided by the article

Product name:2,2-Dimethyl-propionic acid (2R,3R,4S,5S,6R)-2-[2-(4-chloro-phenyl)-4-methyl-3,6-dihydro-2H-pyridin-1-yl]-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-3-yl ester

Cas No:122294-60-4

R&D Labs maybe for 122294-60-4

Changzhou naidechemical Co.Ltd

Contact:+86-519-82589807

Address:NO.25,Houyang street,Jintan,Changzhou City
ENERGYCO LTD.

Contact:+86-25-83719363

Address:106-7 Chunnan Rd, Chunxi Town, Gaochun, Nanjing, China
Yingkou Sanzheng Organic Chemical Co. Ltd.

Contact:+86-417-3638818

Address:25 Gengxinli Village, Daqing Road, Yingkou, Liaoning, China
Onlychem (Jinan)Biotech Co.,Ltd

Contact:86-531-83175885

Address:No. 44, Honglou South Road, Jinan,China
Global United Biotechnology Inc.

Contact:+86-21-61618568

Address:Room 309, Building 6, NO.135, Jinyu Road, Pudong

Relevant to this article

Cleavage of the C-S bond with the formation of a binuclear copper complex with 2-thiolato-3-phenyl-5-(pyridine-2-ylmethylene)-3,5-dihydro-4H-imidazole-4- one. A new mimic of the active site of N₂O reductase

Doi:10.1039/c3dt50422k
(2013)
Control of glycoprotein synthesis. Characterization of (1->4)-N-acetyl-β-D-glucosaminyltransferases acting on the α-D-(1->3)- and α-D-(1->6)-linked arms of N-linked oligosaccharides

Doi:10.1016/0008-6215(92)85022-R
(1992)
The reaction of ortho-halogenated aromatic aldazine ligands with Fe₂(CO)₉: Symmetrical cleavage of the azine and carbon-halogen activation

Doi:10.1016/j.jorganchem.2004.04.049
(2004)
Biological evaluation of new mimetics of annonaceous acetogenins: Alteration of right scaffold by click linkage with aromatic functionalities

Doi:10.1016/j.ejmech.2014.03.062
(2014)
Doi:10.1021/ja00443a074
(1977)
Synthesis and morphine enhancement activity of N-[5-(2-phenoxyphenyl)-1,3, 4-oxadiazole-2-yl]-N′-phenylurea derivatives

Doi:10.1002/ardp.200300822
(2004)

Article Doi