LEWIS ACID-PROMOTED DIRECT SUBSTITUTION OF 4-METHOXY- AND 4-PHENYLTHIO-2-OXAZOLIDINONES BY ALKYL CUPRATES. FACILE PREPARATION OF (3S,4S)-STATINE AND (3S,4S)-CYCLOHEXYLSTATINE.

DOI: 10.1016/0040-4039(91)80822-N

Source and publish data:

Tetrahedron Letters p. 3523 - 3526 (1991)

Update date:2022-08-03

Topics: Lewis acid Facile preparation Direct substitution

Authors:

Ishibuchi, Seigo

Ikematsu, Yumi

Ishizuka, Tadao

Kunieda, Takehisa

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

Article abstract of DOI:10.1016/0040-4039(91)80822-N

Treatment of 4-methoxy- and 4-phenylthio-2-oxazolidinones with a combination of cuprates and BF3 results in smooth formation of 4-alkyl- and 4-aryl derivatives in high yield.By this method, the titled compounds of biological interest are readily synthesiz

Full text of DOI:10.1016/0040-4039(91)80822-N

Products guided by the article

Product name:(4S,5S)-5-Carboxymethyl-4-cyclohexylmethyl-2-oxo-oxazolidine-3-carboxylic acid tert-butyl ester

Cas No:136057-68-6

R&D Labs maybe for 136057-68-6

Xiamen Goodhealth Pharmchem Co., Ltd.

Contact:0086-592-2097683

Address:404R No.2 54# Minzu Rd., Xiamen, China
Shijiazhuang Haitian Amino Acid Co., Ltd.

Contact:+86-311-88908111

Address:Shijiazhuang Hebei province,China
Jiangxi Lanqi Fine Chemical S&T Co., Ltd.

Contact:+86-21-64891143

Address:XinJiShan Industrial Area, Zhangshu City, JiangXi Province, China
JIAXING SUNS INTERNATIONAL TRADE CO LTD

Contact:18367306858

Address:No.123,Huixin Avenue,Huimin Dist
Wuhan Chemwish Technology Co., Ltd

website:http://www.chemwish.com/

Contact:+86-27-67849912

Address:Room 1311, Unit 2, Block1, Innovation Road East Lake High-tech Development Zone Wuhan, Hubei，P.R. China

Relevant to this article

Palladium-catalyzed cross-coupling reactions of dithienosilole with indium reagents: Synthesis and characterization of dithienosilole derivatives and their application to organic light-emitting diodes

Doi:10.1021/om100222b
(2010)
Synthesis of an Uncharged Tetra-cyclopeptide Acting as a Transmembrane Carrier: Enhanced Cellular and Nuclear Uptake

Doi:10.1021/acs.orglett.6b03776
(2017)
Tributyltin hydride-mediated radical cyclisation reactions: Efficient construction of multiply substituted cyclopentanes

Doi:10.1039/c002378g
(2010)
Copper-Mediated monochlorination of anilines and nitrogen-containing heterocycles

Doi:10.1080/00397911.2018.1518531
(2018)
Synthesis, electrochemical and antimicrobial studies of mono and binuclear iron(III) and oxovanadium(IV) complexes of [ONO] donor tridentate Schiff-base ligands

Doi:10.1080/00958972.2010.525703
(2010)
Nazarov cyclization entry to chiral bicyclo[5.3.0]decanoid building blocks and its application to formal synthesis of (-)-englerin A

Doi:10.1021/acs.orglett.7b02428
(2017)

Article Doi