Next Article in Journal
Studies on the Synthesis of DMAP Derivatives by Diastereoselective Ugi Reactions
Next Article in Special Issue
One-Pot and Efficient Synthesis of Triazolo[1,2-a]indazole-triones via Reaction of Arylaldehydes with Urazole and Dimedone Catalyzed by Silica Nanoparticles Prepared from Rice Husk
Previous Article in Journal
Synthesis, Acidity Constants and Tautomeric Structure of the Diazonium Coupling Products of 2-(Benzylsulfanyl)-7H-purin-6-one in Its Ground and Excited States
Previous Article in Special Issue
Efficient Microwave-Assisted Synthesis of Ionic Esterified Amino Acids
Open AccessArticle

Microwave-Assisted Improved Synthesis of Oxazolidin-2-ones, Oxazolidine-2-thiones and Thiazolidine-2-thione Chiral Auxiliaries

Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Ave. Universidad 1001, Col. Chamilpa, Cuernavaca, Morelos, 62209, Mexico
*
Author to whom correspondence should be addressed.
Molecules 2011, 16(10), 8803-8814; https://doi.org/10.3390/molecules16108803
Received: 13 September 2011 / Revised: 7 October 2011 / Accepted: 18 October 2011 / Published: 20 October 2011
(This article belongs to the Special Issue Microwave Assisted Synthesis)
A microwave assisted method for the synthesis of some typical 4-substituted oxazolidinone chiral auxiliaries used in asymmetric synthesis is reported in this work. Under these conditions, treatment of (S)-phenylalaninol, (S)-phenylglycinol, (S)-valinol and (1S, 2R)-norephedrine with ethyl carbonate or carbon disulfide under the appropriate and specific microwave reaction conditions, led to an efficient synthesis of some oxazolidin-2-ones, oxazolidine-2-thiones and thiazolidine-2-thiones. The methodology reported in this paper provides these chiral auxiliaries with improved yields and a remarkable reduction on the reaction times, particularly in the case of thiazolidine-2-thiones, as compared with the conventional methods. All the auxiliaries prepared here show spectroscopic data in full agreement with those previously reported in the literature. View Full-Text
Keywords: microwave; oxazolidin-2-ones; oxazolidine-2-thiones; thiazolidine-2-thiones microwave; oxazolidin-2-ones; oxazolidine-2-thiones; thiazolidine-2-thiones
Show Figures

Graphical abstract

MDPI and ACS Style

Morales-Nava, R.; Fernández-Zertuche, M.; Ordóñez, M. Microwave-Assisted Improved Synthesis of Oxazolidin-2-ones, Oxazolidine-2-thiones and Thiazolidine-2-thione Chiral Auxiliaries. Molecules 2011, 16, 8803-8814.

Show more citation formats Show less citations formats

Article Access Map by Country/Region

1
Only visits after 24 November 2015 are recorded.
Back to TopTop