Stereocontrol of β-lactam formation using microwave irradiation

Bose, Ajay K.; Banik, Bimal K.; Manhas, M. S.

doi:10.1016/0040-4039(94)02225-z

Cited by 94 publications

(46 citation statements)

References 16 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…25 This is contradictory to our previous result that no effect of microwave irradiation on the diastereoselectivity was observed in several special examples with Nbenzylidene tert-butylamine as an imine. 9 We considered the microwave-controlled diastereoselectivity possibly resulted from different temperatures generated under different microwave power outputs.…”

Section: Influence Of Microwave Irradiation On the Diastereoselectivitycontrasting

confidence: 55%

Stereoselectivity in the synthesis of 2-azetidinones from ketenes and imines via the Staudinger reaction

Xu¹

2008

Arkivoc

View full text Add to dashboard Cite

The 2-azetidinone (β-lactam) group is a crucial structural feature of one class of significant antibiotics. Its stereochemistry is very important to their biological activities. Stereoselectivity is one of the important issues in the synthesis of 2-azetidines from ketenes and imines via the Staudinger reaction. The origin of the diastereoselectivity in the reaction and influences of reaction conditions on the diastereoselectivity are reviewed. This will provide useful information for understanding and controlling the diastereoselectivity in the preparation of structurally defined 2-azetidinone derivatives.

show abstract

Section: Influence Of Microwave Irradiation On the Diastereoselectivitycontrasting

confidence: 55%

Stereoselectivity in the synthesis of 2-azetidinones from ketenes and imines via the Staudinger reaction

Xu¹

2008

Arkivoc

View full text Add to dashboard Cite

show abstract

“…There are a number of advantages of conducting microwave reactions than reactions by classical methods. A number of methods discussed here were performed in domestic microwave oven with great success [13]. Development of one-pot reactions in microwave oven had enhanced the visibility of these chemical processes.…”

Section: Microwave-induced Methodsmentioning

confidence: 99%

One-Pot Reactions: Expeditious Synthesis of Diverse Organic Compounds of Current Interests

Banik¹

2017

Mod Chem Appl

View full text Add to dashboard Cite

Organic compounds are in general synthesized by multiple steps and as a result, isolation and purification of the compounds after each step is necessary. Therefore, synthesis of unknown organic molecules becomes expensive and the whole process becomes time-consuming. To design reactions that can be done in a one-pot method is necessary. In continuation of our studies on antibiotics, anticancer agents and diverse heterocycles, this perspective demonstrates a few one-pot methods for the synthesis of numerous compounds of current interests.

show abstract

“…In the example illustrated in Scheme 2, after heating for 1 min, the trans to cis isomeric ratio was 1:5, but after 4 min, the cis isomer predominated by 6:5. [50] Instruments capable of rapid heating and cooling of reactions provide scope for such applications. Examples from our laboratories included the hydrolysis of cellulose to glucose in respectable yield [9] and studies into the chemistry of carvone, [51] allylphenyl ether, [52] and hexane-2,5-dione [53] in high-temperature water.…”

Section: Kinetic Productsmentioning

confidence: 99%

A Strategic, 'Green' Approach to Organic Chemistry with Microwave Assistance and Predictive Yield Optimization as Core, Enabling Technologies

Strauss¹

2009

Aust. J. Chem.

View full text Add to dashboard Cite

Since 1988, we have pursued enabling technologies and methods as tools for 'green' synthetic chemistry. The developed technologies comprise hardware including catalytic membranes and continuous and batch microwave reactors that have established global markets, as well as interactive, predictive software for optimization of yields and translation of conditions. New methods include 'green' reactions such as a catalytic symmetrical etherification, Pd-catalyzed coupling processes and a multi-component cascade for aniline derivatives. Reactions and workup were facilitated through solvent-free conditions, aqueous media at high temperature and dimethylammonium dimethylcarbamate (dimcarb) as a 'distillable' protic ionic liquid, as well as by non-extractive techniques for product isolation. The technologies and methods were designed for use alone or in various combinations as desired. Consolidation of individual operations or processes into unit steps was achieved through multi-tasking: media, reactants, catalysts, and conditions were selected to serve several purposes at various stages of a reaction. The tools were used to establish a technology platform comprising structurally diverse oligomers, macrocycles, and rod-like molecules supplementary to those available through phenolformaldehyde chemistry. Dienone precursors were assembled from versatile building blocks containing complementary 'male' or 'female' fittings that were connected through inherently 'green' Claisen-Schmidt-type reactions. Isoaromatization afforded Horning-crowns, macrocyclic phenolic derivatives that were hybrids of calixarenes and crown ethers. Preliminary studies of organic substrates in salt water, with and without CO 2 , called into question proposals for disposal of anthropogenic CO 2 by deep-sea dispersal.

show abstract

Stereocontrol of β-lactam formation using microwave irradiation

Cited by 94 publications

References 16 publications

Stereoselectivity in the synthesis of 2-azetidinones from ketenes and imines via the Staudinger reaction

Stereoselectivity in the synthesis of 2-azetidinones from ketenes and imines via the Staudinger reaction

One-Pot Reactions: Expeditious Synthesis of Diverse Organic Compounds of Current Interests

A Strategic, 'Green' Approach to Organic Chemistry with Microwave Assistance and Predictive Yield Optimization as Core, Enabling Technologies

Contact Info

Product

Resources

About