New application of Burgess reagent in its reaction with epoxides

U. Rinner; D.R. Adams; M.L. Dos Santos; K.A. Abboud; T. Hudlicky

doi:10.1055/s-2003-40356

New application of Burgess reagent in its reaction with epoxides

U. Rinner, D.R. Adams, M.L. Dos Santos, K.A. Abboud, T. Hudlicky

Publikation: Beitrag in Fachzeitschrift › Artikel › Begutachtung

Abstract

Burgess reagent, (methoxycarbonylsulfamoyl)triethylammonium hydroxide, usually used for the dehydration of secondary or tertiary alcohols, was successfully employed in the formation of sulfamidates from the corresponding epoxides. It was further shown that the same reaction with aromatic epoxides results in the formation of seven-membered ring systems.

Originalsprache	Englisch
Seiten (von - bis)	1247-1252
Seitenumfang	6
Fachzeitschrift	Synlett
Ausgabenummer	9 SPEC. ISS.
DOIs	https://doi.org/10.1055/s-2003-40356
Publikationsstatus	Veröffentlicht - 30 Juni 2003
Extern publiziert	Ja

Forschungsfelder

Synthetische Methoden

IMC Forschungsschwerpunkte

Materials science

ÖFOS 2012 - Österreichischen Systematik der Wissenschaftszweige

104015 Organische Chemie

UN SDGs

Dieser Output leistet einen Beitrag zu folgendem(n) Ziel(en) für nachhaltige Entwicklung

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10.1055/s-2003-40356

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title = "New application of Burgess reagent in its reaction with epoxides",

abstract = "Burgess reagent, (methoxycarbonylsulfamoyl)triethylammonium hydroxide, usually used for the dehydration of secondary or tertiary alcohols, was successfully employed in the formation of sulfamidates from the corresponding epoxides. It was further shown that the same reaction with aromatic epoxides results in the formation of seven-membered ring systems.",

keywords = "Amino alcohols, Burgess reagent, Epoxides, Heterocycles, Regioselectivity, efrotomycin, epoxide, heterocyclic compound, methoxycarbonylsulfamoyltriethylammonium hydroxide, narciclasine, paclitaxel, pravastatin, reagent, unclassified drug, article, dehydration, drug synthesis, proton nuclear magnetic resonance, reaction analysis, stereochemistry",

author = "U. Rinner and D.R. Adams and {Dos Santos}, M.L. and K.A. Abboud and T. Hudlicky",

note = "Export Date: 13 June 2023; Cited By: 29; Correspondence Address: T. Hudlicky; Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, United States; email: [email protected]; CODEN: SYNLE",

year = "2003",

month = jun,

day = "30",

doi = "10.1055/s-2003-40356",

language = "English",

pages = "1247--1252",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "9 SPEC. ISS.",

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TY - JOUR

T1 - New application of Burgess reagent in its reaction with epoxides

AU - Rinner, U.

AU - Adams, D.R.

AU - Dos Santos, M.L.

AU - Abboud, K.A.

AU - Hudlicky, T.

N1 - Export Date: 13 June 2023; Cited By: 29; Correspondence Address: T. Hudlicky; Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, United States; email: [email protected]; CODEN: SYNLE

PY - 2003/6/30

Y1 - 2003/6/30

N2 - Burgess reagent, (methoxycarbonylsulfamoyl)triethylammonium hydroxide, usually used for the dehydration of secondary or tertiary alcohols, was successfully employed in the formation of sulfamidates from the corresponding epoxides. It was further shown that the same reaction with aromatic epoxides results in the formation of seven-membered ring systems.

AB - Burgess reagent, (methoxycarbonylsulfamoyl)triethylammonium hydroxide, usually used for the dehydration of secondary or tertiary alcohols, was successfully employed in the formation of sulfamidates from the corresponding epoxides. It was further shown that the same reaction with aromatic epoxides results in the formation of seven-membered ring systems.

KW - Amino alcohols

KW - Burgess reagent

KW - Epoxides

KW - Heterocycles

KW - Regioselectivity

KW - efrotomycin

KW - epoxide

KW - heterocyclic compound

KW - methoxycarbonylsulfamoyltriethylammonium hydroxide

KW - narciclasine

KW - paclitaxel

KW - pravastatin

KW - reagent

KW - unclassified drug

KW - article

KW - dehydration

KW - drug synthesis

KW - proton nuclear magnetic resonance

KW - reaction analysis

KW - stereochemistry

U2 - 10.1055/s-2003-40356

DO - 10.1055/s-2003-40356

M3 - Article

SN - 0936-5214

SP - 1247

EP - 1252

JO - Synlett

JF - Synlett

IS - 9 SPEC. ISS.

ER -

New application of Burgess reagent in its reaction with epoxides

Abstract

Forschungsfelder

IMC Forschungsschwerpunkte

ÖFOS 2012 - Österreichischen Systematik der Wissenschaftszweige

UN SDGs

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