β-Lactams: versatile building blocks for the stereoselective synthesis of non-β-lactam products

B Alcaide, P Almendros, C Aragoncillo - Chemical reviews, 2007 - ACS Publications
Since the advent of penicillin, the β-lactam antibiotics have been the subject of much
discussion and investigation within both the scientific and public sectors. β-Lactam …

Synthesis and reactivity of 2-(carboxymethyl) aziridine derivatives

G Callebaut, T Meiresonne, N De Kimpe… - Chemical …, 2014 - ACS Publications
More than a decade ago, the question was raised by Sweeney if aziridines are epoxides'
ugly cousins? 1 The overview on the biological properties, synthetic accessibility, and useful …

Asymmetric synthesis of β‐lactams by staudinger ketene‐imine cycloaddition reaction

C Palomo, JM Aizpurua, I Ganboa… - European journal of …, 1999 - Wiley Online Library
Cycloaddition reactions between ketenes, bearing amino‐, oxy‐, or halo‐groups, and imines
are recognized as being amongst the most important and direct routes to β‐lactams. Alkyl …

Preparation of β-lactams by [2+ 2] cycloaddition of ketenes and imines

N Fu, TT Tidwell - Tetrahedron, 2008 - Elsevier
The report by Staudinger in 1907 of the reactions of diphenylketene (1) with
benzylideneaniline (2), benzaldehyde, and cyclopentadiene forming [2þ2] adducts 3–5 …

β-Lactams as versatile synthetic intermediates for the preparation of heterocycles of biological interest

B Alcaide, P Almendros - Current medicinal chemistry, 2004 - ingentaconnect.com
Since the advent of penicillin, the β-lactam antibiotics have been the subject of much
discussion and investigation, within both the scientific and public sectors. The primary …

Asymmetric synthesis of β-lactams through the Staudinger reaction and their use as building blocks of natural and nonnatural products

C Palomo, JM Aizpurua, I Ganboa… - Current medicinal …, 2004 - ingentaconnect.com
In the last two decades, the better understanding of the mechanistic aspects of the β-lactams'
biological activity and their inhibition, and the chemical exploitation of β-lactams as synthetic …

Tetramethyldisiloxane: a practical organosilane reducing agent

J Pesti, GL Larson - Organic Process Research & Development, 2016 - ACS Publications
The chemistry of tetramethyldisiloxane (TMDS) is largely composed of the reduction of
functional groups with increasing applications for carbon–carbon bond formation. This …

4-Oxoazetidine-2-carbaldehydes as useful building blocks in stereocontrolled synthesis

B Alcaide, P Almendros - Chemical Society Reviews, 2001 - pubs.rsc.org
4-Oxoazetidine-2-carbaldehydes or 4-formyl-β-lactams can be considered both as protected
α-amino aldehydes and masked β-amino acids. These bifunctional compounds exhibit a …

Selective bond cleavage of the β-lactam nucleus: Application in stereocontrolled synthesis

B Alcaide, P Almendros - Synlett, 2002 - thieme-connect.com
Besides their biological activity, the importance of β-lactams as synthetic intermediates has
been widely recognized in organic synthesis because ring cleavage of any of the four single …

Diastereoselective [2+ 2]-cycloaddition reactions of unsymmetrical cyclic ketenes with imines: synthesis of modified prolines and theoretical study of the reaction …

A Macías, E Alonso, C Del Pozo… - The Journal of …, 2004 - ACS Publications
The synthesis of enantiomerically pure modified proline derivatives was achieved by using
spiro β-lactams as starting material that were prepared in turn by the [2+ 2]-cycloaddition of …