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Synthesis, biology, and modeling of a C-4 carbonyl C,D-seco-taxoid
(Oxford : Pergamon-Elsevier Science Ltd, 2006)
A C,D-seco-paclitaxel derivative 26 was prepared from taxine and tested for biological activity. Chemical reactivity of the seco-compounds proved to be substantially modified, with respects to taxoids. The corresponding ...
Fullerene bisadduct regioisomers containing an asymmetric diamide tether
(Oxford : Pergamon-Elsevier Science Ltd, 2017)
Four macrocyclic bis(pyrrolidino)fullerene regioisomers with e-edge, e-face, trans-4 and cis-2 addition patterns were synthesized from the corresponding monoadduct by Prato's cycloaddition in a yield of 50%, and fully ...
5,10:13,14-Disecosteroids: novel modified steroids containing 10- and 9-membered rings
(Oxford : Pergamon-Elsevier Science Ltd, 2009)
In this paper a synthetic pathway to the modified 5,10:13,14-bisfragmentation cholestane derivatives 8-14 is described. The synthesis involves introduction of the 5α- and 14α-hydroxyl groups in the cholestane molecule and ...
Oxidative 10-membered ring expansion and contraction of stereoisomeric 1(10)-unsaturated and 1,10-epoxy-5-oxo-5,10-secosteroids induced by peracids
(Oxford : Pergamon-Elsevier Science Ltd, 2012)
The present study is concerned with the oxidative behaviour of unsaturated and epoxy 5-oxo-5,10-secosteroids in the presence of m-CPBA or TFAA-UHP as oxidants in order to investigate potential parameters controlling the ...
Steroid template associated peptides: design, synthesis and 2D NMR characterization of a novel protected 18-Phe,19-Gly-containing steroidal compound
(Oxford : Pergamon-Elsevier Science Ltd, 2007)
We report herein the synthesis of a novel modified steroid with two rigidly positioned amino acids in C- and N-protected forms (Gly-OtBu and N-Fmoc-l-Phe) at the angular positions (C-18 methylamino group and C-19 carboxylic ...
Reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides
(Oxford : Pergamon-Elsevier Science Ltd, 2004)
Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides, followed by acidic work-up, affords butanolides in moderate/good yields. With epihalohydrins the reaction is regioselective and occurs at the ...
Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids
(Oxford : Pergamon-Elsevier Science Ltd, 2014)
The present study reports the synthesis, spectral characterization, self-assembly properties, and preliminary in vitro study of antioxidant capacity of two triple covalent hybrids consisting of fullerene C-60, peptide, and ...
Catalytic oxidations of enolizable ketones using 2-alkylidene-4- oxothiazolidine vinyl bromide
(Oxford : Pergamon-Elsevier Science Ltd, 2011)
Direct oxidation of enolizable ketones to α-hydroxy derivatives, vicinal dicarbonyls or tricarbonyl compounds has been achieved by a catalytic amount of 2-alkylidene-4-oxothiazolidine vinyl bromide in DMSO as a solvent. ...
Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions
(Oxford : Pergamon-Elsevier Science Ltd, 2013)
The reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions, using Ac2O, TFAA, SOCl2 and SOBr2 as initiators, has been examined. Almost all reactions proceeded with absolute regioselectivity ...
The effect of steric repulsion on the torsional potential of n-butane: a theoretical study
(Oxford : Pergamon-Elsevier Science Ltd, 2015)
The origin of the rotational barriers in n-butane and gauche conformational energy, the prototypes of steric repulsion, has been re-examined by using energy decomposition analysis. The Pauli repulsion was found to be an ...