2.9 Chiral Pool Synthesis: Chiral Pool Syntheses from cis-Cyclohexadiene Diols

U. Rinner

doi:10.1016/B978-0-08-095167-6.00219-6

2.9 Chiral Pool Synthesis: Chiral Pool Syntheses from cis-Cyclohexadiene Diols

U. Rinner

Universität Wien

Publikation: Beitrag in Buch/Bericht/Konferenzband › Kapitel › Begutachtung

Abstract

Cyclohexadiene diols have been used extensively in the diastereoselective preparation of various natural products. These highly versatile chiral synthons, easily obtained by whole cell oxidation of aromatic substrates by soil bacteria, allow a huge variety of possible functional group manipulations and interconversions. In this chapter, the inherent advantages of cis-cyclohexadiene diols for synthesis are outlined. Subsequently, different diastereoselective reactions and reaction sequences with cis-cyclohexadiene diols are discussed along with selected applications in the area of natural product synthesis.

Originalsprache	Englisch
Titel	Synthetic Methods I - Chiral Pool and Diastereoselective Methods
Herausgeber (Verlag)	Elsevier Ltd
Seiten	240-267
Seitenumfang	28
Band	2
ISBN (Print)	9780080951683
DOIs	https://doi.org/10.1016/B978-0-08-095167-6.00219-6
Publikationsstatus	Veröffentlicht - Sep. 2012
Extern publiziert	Ja

Forschungsfelder

Gesamtsynthese
Natürliche Produkte
Biokatalyse
Stereoselektive Synthese
Aromatische Dihydroxylierung

IMC Forschungsschwerpunkte

Materials science

ÖFOS 2012 - Österreichischen Systematik der Wissenschaftszweige

209001 Biokatalyse
104015 Organische Chemie
104013 Naturstoffchemie

UN SDGs

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10.1016/B978-0-08-095167-6.00219-6

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abstract = "Cyclohexadiene diols have been used extensively in the diastereoselective preparation of various natural products. These highly versatile chiral synthons, easily obtained by whole cell oxidation of aromatic substrates by soil bacteria, allow a huge variety of possible functional group manipulations and interconversions. In this chapter, the inherent advantages of cis-cyclohexadiene diols for synthesis are outlined. Subsequently, different diastereoselective reactions and reaction sequences with cis-cyclohexadiene diols are discussed along with selected applications in the area of natural product synthesis.",

keywords = "Aziridination, Cyclohexadiene diols, Dihydroxylation, Epoxidation, Total synthesis",

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AU - Rinner, U.

N1 - Export Date: 13 June 2023; Cited By: 26

PY - 2012/9

Y1 - 2012/9

N2 - Cyclohexadiene diols have been used extensively in the diastereoselective preparation of various natural products. These highly versatile chiral synthons, easily obtained by whole cell oxidation of aromatic substrates by soil bacteria, allow a huge variety of possible functional group manipulations and interconversions. In this chapter, the inherent advantages of cis-cyclohexadiene diols for synthesis are outlined. Subsequently, different diastereoselective reactions and reaction sequences with cis-cyclohexadiene diols are discussed along with selected applications in the area of natural product synthesis.

AB - Cyclohexadiene diols have been used extensively in the diastereoselective preparation of various natural products. These highly versatile chiral synthons, easily obtained by whole cell oxidation of aromatic substrates by soil bacteria, allow a huge variety of possible functional group manipulations and interconversions. In this chapter, the inherent advantages of cis-cyclohexadiene diols for synthesis are outlined. Subsequently, different diastereoselective reactions and reaction sequences with cis-cyclohexadiene diols are discussed along with selected applications in the area of natural product synthesis.

KW - Aziridination

KW - Cyclohexadiene diols

KW - Dihydroxylation

KW - Epoxidation

KW - Total synthesis

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U2 - 10.1016/B978-0-08-095167-6.00219-6

DO - 10.1016/B978-0-08-095167-6.00219-6

M3 - Chapter

SN - 9780080951683

VL - 2

SP - 240

EP - 267

BT - Synthetic Methods I - Chiral Pool and Diastereoselective Methods

PB - Elsevier Ltd

ER -

2.9 Chiral Pool Synthesis: Chiral Pool Syntheses from cis-Cyclohexadiene Diols

Abstract

Forschungsfelder

IMC Forschungsschwerpunkte

ÖFOS 2012 - Österreichischen Systematik der Wissenschaftszweige

UN SDGs

Zugriff auf Dokument

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