Stereoselective access to trans-2,5-disubstituted pyrrolidine derivatives by nucleophilic addition to bicyclic N-acyliminium ion

DOI: 10.1016/S0040-4039(97)00099-3

Source and publish data:

Tetrahedron Letters p. 1415 - 1418 (1997)

Update date:2022-08-05

Topics:

Authors:

Dhimane, Hamid

Vanucci, Corinne

Lhommet, Gerard

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

Article abstract of DOI:10.1016/S0040-4039(97)00099-3

5-Alkoxy-pyrroloxazolidin-3-ones 1 were stereoselectively prepared from (S)-pyroglutamic acid. Treatment of 1 with a Lewis acid generated in situ the N-acyliminium 2, which was trapped by various π-nuclcophiles leading selectively to trans pyrrolidine derivatives 3.

Full text of DOI:10.1016/S0040-4039(97)00099-3

Products guided by the article

Product name:(S)-2-Methoxy-5-(toluene-4-sulfonyloxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Cas No:188015-49-8

R&D Labs maybe for 188015-49-8

Tangshan Moneide Trading Co., Ltd.

Contact:+86-315-8309571

Address:2-7-420 Jidong Building Materials Commercial Center, Tangshan, Hebei, 064000 China
Shijiazhuang Sdyano Fine Chemical Co., Ltd

Contact:+86-311-89830448

Address:NO.48 Ta Nan Road,Yuhua District,Shijiazhuang,Hebei,China
ABA Chemicals (Shanghai) Limited

Contact:021- 5115 9199-232

Address:Suite 18D, #201 Ningxia Road,
Changzhou naidechemical Co.Ltd

Contact:+86-519-82589807

Address:NO.25,Houyang street,Jintan,Changzhou City
Taizhou KEDE Chemical.Co.,Ltd.

Contact:86-576-84613060

Address:Jiangkou Chemical Zoon

Relevant to this article

Role of substrate reactivity in the glutathione peroxidase (gpx) activity of selenocystine

Doi:10.1246/bcsj.20090348
(2010)
Doi:10.1246/bcsj.41.628
(1968)
Synthesis of 5,7-dihydroxy-6-methoxy-2-(2-hydroxy-4-methoxyphenyl)-4H-1-benzopyran- 4-one and reassignment of structure of tamaridone

Doi:10.1080/00397919708006071
(1997)
Regioselective oxidation of the hydroxyl group in polyhydroxylated triterpenes by the indirect anodic oxidation method

Doi:10.1248/cpb.45.570
(1997)
One-pot synthesis of 1,2/3-triols from the allylic hydroperoxides catalyzed by zeolite-confined osmium(0) nanoclusters

Doi:10.1016/j.molcata.2013.06.013
(2013)
Electrocatalysis at Redox Polymer Electrodes with Separation of the Catalytic and Charge Propagation Roles. Reduction of O2 to H2O2 as Catalyzed by Cobalt(II) Tetrakis(4-N-methylpyridyl)porphyrin

Doi:10.1021/ja00298a008
(1985)

Article Doi