Chemical synthesis of β-lactams: asymmetric catalysis and other recent advances

CR Pitts, T Lectka - Chemical Reviews, 2014 - ACS Publications
The history of the β-lactam (2-azetidinone) ring, arguably one of the most acclaimed
heterocycles studied over the last century, tells a tale rich in curiosity, serendipity, and …

Strategic approaches to the synthesis of pyrrolizidine and indolizidine alkaloids

NK Ratmanova, IA Andreev, AV Leontiev, D Momotova… - Tetrahedron, 2020 - Elsevier
The principal methods for the synthesis of pyrrolizidine and indolizidine alkaloids and their
unnatural analogs are described. Six main “strategic” approaches in regard to a key step …

Stereocontrolled cyclic nitrone cycloaddition strategy for the synthesis of pyrrolizidine and indolizidine alkaloids

A Brandi, F Cardona, S Cicchi… - … –A European Journal, 2009 - Wiley Online Library
The synthesis of polyhydroxylated indolizidines and pyrrolizidines belonging to the class of
iminosugars, endowed with a vast and assorted biological activity, can be achieved in a …

Assignment of the absolute configuration of natural lentiginosine by synthesis and enzymic assays of optically pure (+) and (-)-enantiomers

A Brandi, S Cicchi, FM Cordero, R Frignoli… - The Journal of …, 1995 - ACS Publications
The structure and absolute configuration of natural lentiginosine isolated from plant sources
was determined to be (lS, 2S, 8aS)-1, 2-dihydroxyindolizidine ((+)-4) on the basis of the …

Manganese dioxide oxidation of hydroxylamines to nitrones

S Cicchi, M Marradi, A Goti, A Brandi - Tetrahedron Letters, 2001 - Elsevier
Several structurally differentiated N, N-dialkylhydroxylamines were oxidised to the
corresponding nitrones using MnO2. Manganese dioxide revealed an efficient and mild …

A five-membered enantiopure cyclic nitrone from malic acid by regioselective oxidation of cyclic hydroxylamine. Synthesis of (1S, 7S, 8aR)-octahydro-1, 7 …

S Cicchi, A Goti, A Brandi - The Journal of Organic Chemistry, 1995 - ACS Publications
The mechanism of the dehydrogenation of N, jV-disub-stituted hydroxylamines to nitrones
has seen limited study, despite numerous reports on this reaction, and a clear-cut picture is …

Oxidation of secondary amines to nitrones using urea-hydrogen peroxide complex (UHP) and metal catalysts

E Marcantoni, M Petrini, O Polimanti - Tetrahedron letters, 1995 - Elsevier
Secondary amines can be readily oxidized to the corresponding nitrones using urea-
hydrogen peroxide complex (UHP) and metal catalysts in methanol at room temperature …

Enantiopure cyclic nitrones: A useful class of building blocks for asymmetric syntheses

J Revuelta, S Cicchi, A Goti, A Brandi - Synthesis, 2007 - thieme-connect.com
The synthesis of enantiopure cyclic nitrones has become a frequently addressed topic in
discussions of their usefulness in the production of natural products and biologically active …

Synthesis and Properties of (1R(S),5R(S),7R(S),8R(S))-1,8-Bis(hydroxymethyl)-6-azadispiro[4.1.4.2]tridecane-6-oxyl: Reduction-Resistant Spin Labels with …

YV Khoroshunova, DA Morozov, DA Kuznetsov… - International Journal of …, 2023 - mdpi.com
Site-directed spin labeling followed by investigation using Electron Paramagnetic
Resonance spectroscopy is a rapidly expanding powerful biophysical technique to study …

Iterative organometallic addition to chiral hydroxylated cyclic nitrones: Highly stereoselective syntheses of α, α '-and α, α-substituted hydroxypyrrolidines

A Goti, S Cicchi, V Mannucci, F Cardona… - Organic …, 2003 - ACS Publications
Iteration of organometallic addition to chiral hydroxylated pyrroline N-oxides through an
addition-oxidation-addition synthetic sequence allowed highly stereoselective double …