Advances in the chemistry of ?-lactam and its medicinal applications

Kamath, Anushree; Ojima, Iwao

doi:10.1016/j.tet.2012.07.090

Cited by 157 publications

(58 citation statements)

References 146 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…To this end, the “β-Lactam Synthon Method” invented in my laboratory and developed by us and others 115–120 offered an attractive protocol for the synthesis of enantiopure CF 2 H- and CF 3 -containing α-hydroxy-β-amino acids and their congeners.…”

Section: Enantiopure Fluorinated α-Hydroxy-β-amino Acids Their Dementioning

confidence: 99%

See 1 more Smart Citation

Exploration of Fluorine Chemistry at the Multidisciplinary Interface of Chemistry and Biology

Ojima

2013

J. Org. Chem.

Self Cite

175

View full text Add to dashboard Cite

Over the last three decades, my engagement in “fluorine chemistry” has evolved substantially, because of the multidisciplinary nature of the research programs. I began my research career as a synthetic chemist in organometallic chemistry and homogeneous catalysis directed toward organic synthesis. Then, I was brought into a very unique world of “fluorine chemistry” in the end of 1970s. I started exploring the interface of fluorine chemistry and transition metal homogeneous catalysis first, which was followed by amino acids, peptides, and peptidomimetics for medicinal chemistry. Since then, I have been exploring the interfaces of fluorine chemistry and multidisciplinary fields of research involving medicinal chemistry, chemical biology, cancer biology and molecular imaging. This perspective intends to cover my fruitful endeavor in the exploration of fluorine chemistry at the multidisciplinary interface of chemistry and biology in a chronological order to show the evolution of my research interest and strategy.

show abstract

Section: Enantiopure Fluorinated α-Hydroxy-β-amino Acids Their Dementioning

confidence: 99%

“…This unique feature of N -acyl-β-lactams has been successfully utilized in organic synthesis and medicinal chemistry. 115,117–120 …”

Section: Enantiopure Fluorinated α-Hydroxy-β-amino Acids Their Dementioning

confidence: 99%

Exploration of Fluorine Chemistry at the Multidisciplinary Interface of Chemistry and Biology

Ojima

2013

J. Org. Chem.

Self Cite

175

View full text Add to dashboard Cite

show abstract

“…During the past decade β-lactam chemistry has been enjoying a renaissance (Figure 1): 1 there are on average three new publications containing “β-lactam” as a keyword appearing daily worldwide, one of which deals with the synthetic approaches to β-lactams. Despite such a remarkable activity in this field 2 most of the existing synthetic methods including several photochemical ones 3 are limited to mono- or bicyclic lactams, and there are relatively few methods applicable to the synthesis of complex polycyclic structures.…”

Section: Introductionmentioning

confidence: 99%

Photoassisted access to complex polyheterocycles containing a β-lactam moiety

Umstead

Mukhina

Kutateladze

2016

Journal of Photochemistry and Photobiology A: Chemistry

View full text Add to dashboard Cite

Intramolecular cycloadditions of aza-o-xylylenes generated via excited state intramolecular proton transfer (ESIPT) to furanacetic acid-based unsaturated pendants was shown to overcome the unfavorable energetics of the azetidinone ring formation, offering rapid access to β-lactams as primary photoproducts. These 2,3- and 3,4-dihydrofuran-containing reactive intermediates are suitable for a broad spectrum of postphotochemical transformations yielding complex polyheterocyclic molecular architectures possessing the β-lactam moiety.

show abstract

“…1,2 Numerous researchers have explored the synthesis of a variety of novel heterocyclic systems via lactam synthon methodology. 3 Ojima and his co-workers have described the crucial role of lactam synthon methodology in the synthesis of paclitaxel, docetaxel and new-generation taxoids viz. C-2-and C-3′-modified taxoids, etc.…”

Section: Introductionmentioning

confidence: 99%

Highly chemo- and diastereo-selective synthesis of 2,6-diazabicyclo[3.2.0]heptan-7-ones, pyrrolidines and perhydroazirino[2,3-c]pyrroles

Kumar¹,

Kulia²,

Singh³

et al. 2016

Arkivoc

View full text Add to dashboard Cite

The manuscript describes a simple, convenient and metal-free diastereoselective synthesis of 4-halo-3-aryl/alkyl-6-aryl-2,6-diazabicyclo[3.2.0]heptan-7-ones via intramolecular endo-trig haloamination of 3-aminoazetidin-2-ones and its facile transformations to previously unknown methyl 4-halo-3-arylaminopyrrolidine-2-carboxylates and N-deprotected diazabicyclo[3.1.0]-hexane-2-carboxylic acids in good yields. The synthesis of such heterocyclic system is important in terms of the usefulness as organic synthon as well as their diverse pharmacological profiles.

show abstract

Advances in the chemistry of ?-lactam and its medicinal applications

Cited by 157 publications

References 146 publications

Exploration of Fluorine Chemistry at the Multidisciplinary Interface of Chemistry and Biology

Exploration of Fluorine Chemistry at the Multidisciplinary Interface of Chemistry and Biology

Photoassisted access to complex polyheterocycles containing a β-lactam moiety

Highly chemo- and diastereo-selective synthesis of 2,6-diazabicyclo[3.2.0]heptan-7-ones, pyrrolidines and perhydroazirino[2,3-c]pyrroles

Contact Info

Product

Resources

About