Advances in synthesis of monocyclic beta-lactams
نویسندگان
چکیده
منابع مشابه
Advances in the catalytic, asymmetric synthesis of beta-lactams.
In this Account, we illustrate our contribution to the catalytic, asymmetric synthesis of beta-lactams through a flexible [2 + 2] cycloaddition strategy. We also explore the scope of our methodology and comment on future directions.
متن کاملSynthesis and antimicrobial activity of some new sugar-based monocyclic beta-lactams.
The syntheses of some new sugar-based monocyclic beta-lactams possessing several other functionalities in addition to the carbohydrate moiety are described. The key step was the Staudinger [2+2] cycloaddition of chiral carbohydrate Schiff base 5 with phthalimidoacetyl chloride to yield the sugar-based monocyclic beta-lactam 6 as a single isomer. Treatment of protected beta-lactams 6 and 8 with ...
متن کاملSynthesis of novel N-sulfonyl monocyclic beta-lactams as potential antibacterial agents.
New cis monocyclic beta-lactams were synthesized by [2+2] Staudinger cycloaddition reactions of the imine (3,4-dimethoxybenzylidene)-(4-methoxyphenyl)-amine and ketenes derived from different acyl chlorides and Et3N. These monocyclic beta-lactams were then cleaved by ceric ammonium nitrate (CAN) to give NH-monocyclic beta-lactams, which in turn were converted to N-sulfonyl monocyclic beta-lacta...
متن کاملsynthesis of some new polycyclic aromatic monocyclic β-lactams
in this paper the synthesis of some new polyaromatic monocyclic β-lactams has been reported. these cycloadducts have been synthesized by the [2+2] ketene-imine cycloaddition reaction known as the staudinger reaction. all of the products have been fully characterized by ir, 1h-nmr, 13c-nmr, mass spectroscopy and elemental analyses. the x-ray crystal structure of a cis β-lactam has been also pres...
متن کاملStudies on the Design and Synthesis of New Monocyclic β-Lactams Containing Substructures of Penicillin G
The studies on design and synthesis of new monocyclic β-lactam esters 4(R/S)-(1'-methoxycarbonylpropyl2'(R/S)-thio)-3(R)-phenylacetamidoazetidin-2-one (3a) and 4(R/S)-(1'-methoxycarbonyl-2'-methyl-propyl-2'thio)-3(R)-phenylacetamidoazetidin-2-one (3b) were described. Compounds 3a and 3b were specifically designed to retain all penicillin substructures except the bicyclic system, which would be ...
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ژورنال
عنوان ژورنال: Arkivoc
سال: 2014
ISSN: 1551-7012
DOI: 10.3998/ark.5550190.p008.524