Total synthesis of E1 and E2 isoprostanes by diastereoselective protonation

Ana R. Rodríguez; Bernd W. Spur

doi:10.1016/S0040-4039(02)02252-9

Total synthesis of E₁ and E₂ isoprostanes by diastereoselective protonation

Ana R. Rodríguez, Bernd W. Spur

Cell Biology

Research output: Contribution to journal › Article › peer-review

17 Scopus citations

Abstract

A short total synthesis of the E-type isoprostanes has been achieved using a two-component coupling process combined with a diastereoselective protonation under reagent control. Mild cleavage of the silyl protective groups with cat. BiBr₃ or HF/Py followed by enzymatic hydrolysis of the methyl ester afforded the free E-type isoprostanes.

Original language	English (US)
Pages (from-to)	9249-9253
Number of pages	5
Journal	Tetrahedron Letters
Volume	43
Issue number	50
DOIs	https://doi.org/10.1016/S0040-4039(02)02252-9
State	Published - Dec 9 2002

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/S0040-4039(02)02252-9

Cite this

@article{9f713d00135b4f5eb8848927db048fbb,

title = "Total synthesis of E1 and E2 isoprostanes by diastereoselective protonation",

abstract = "A short total synthesis of the E-type isoprostanes has been achieved using a two-component coupling process combined with a diastereoselective protonation under reagent control. Mild cleavage of the silyl protective groups with cat. BiBr3 or HF/Py followed by enzymatic hydrolysis of the methyl ester afforded the free E-type isoprostanes.",

author = "Rodr{\'i}guez, {Ana R.} and Spur, {Bernd W.}",

year = "2002",

month = dec,

day = "9",

doi = "10.1016/S0040-4039(02)02252-9",

language = "English (US)",

volume = "43",

pages = "9249--9253",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "50",

}

TY - JOUR

T1 - Total synthesis of E1 and E2 isoprostanes by diastereoselective protonation

AU - Rodríguez, Ana R.

AU - Spur, Bernd W.

PY - 2002/12/9

Y1 - 2002/12/9

N2 - A short total synthesis of the E-type isoprostanes has been achieved using a two-component coupling process combined with a diastereoselective protonation under reagent control. Mild cleavage of the silyl protective groups with cat. BiBr3 or HF/Py followed by enzymatic hydrolysis of the methyl ester afforded the free E-type isoprostanes.

AB - A short total synthesis of the E-type isoprostanes has been achieved using a two-component coupling process combined with a diastereoselective protonation under reagent control. Mild cleavage of the silyl protective groups with cat. BiBr3 or HF/Py followed by enzymatic hydrolysis of the methyl ester afforded the free E-type isoprostanes.

UR - http://www.scopus.com/inward/record.url?scp=0037049186&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0037049186&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(02)02252-9

DO - 10.1016/S0040-4039(02)02252-9

M3 - Article

AN - SCOPUS:0037049186

SN - 0040-4039

VL - 43

SP - 9249

EP - 9253

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 50

ER -

Total synthesis of E₁ and E₂ isoprostanes by diastereoselective protonation

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this