Microwave-assisted regioselective cycloaddition reactions between 9-substituted anthracenes and levoglucosenone

Ariel M Sarotti; Madeleine M Joullié; Rolando A Spanevello; Alejandra G Suarez

doi:10.1021/ol062254g

Microwave-assisted regioselective cycloaddition reactions between 9-substituted anthracenes and levoglucosenone

Org Lett. 2006 Nov 23;8(24):5561-4. doi: 10.1021/ol062254g.

Authors

Ariel M Sarotti¹, Madeleine M Joullié, Rolando A Spanevello, Alejandra G Suarez

Affiliation

¹ Instituto de Química OrgAnica de Síntesis, Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario - CONICET, Suipacha 531, S2002LRK Rosario, Argentina.

PMID: 17107072
DOI: 10.1021/ol062254g

Abstract

The cycloaddition reactions of 9-substituted anthracenes and levoglucosenone were investigated under microwave irradiation and conventional heating conditions. Considering time, yields, and regioselectivity, microwave technology has proven to be an ideal tool to achieve this chemical transformation. [reaction: see text].

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Anthracenes / chemistry*
Bridged Bicyclo Compounds, Heterocyclic / chemistry*
Carbohydrates / chemistry
Cyclization
Glucose / analogs & derivatives*
Glucose / chemistry
Magnetic Resonance Spectroscopy
Microwaves
Thermodynamics

Substances

Anthracenes
Bridged Bicyclo Compounds, Heterocyclic
Carbohydrates
1,6-anhydro-3,4-dideoxyhex-3-enopyran-2-ulose
Glucose