Derivados de cromano y sus usos como inhibidores de la actividad de las proteínas desacoplantes

Derivados de cromano y sus usos como inhibidores de la actividad de las proteínas desacoplantes. Compuestos derivados del cromano, que presentan la fórmula general (I), donde R1 y R2, son iguales o diferentes entre sí, y están representados por un átomo de hidrógeno (H) o un grupo alquilo (C1-C8); R3 está representado por un átomo de H, un halógeno, un grupo arilo o un grupo -COOR5; donde R5 es alquilo (C1-C4) o un alquilarilo; y R4 está representado por un átomo de hidrógeno (H), un grupo alquilarilo o un grupo alquilo (C1-C8), lineal o ramificado. Así como sus diferentes usos, más concretamente en la identificación de compuestos terapéuticos, como compuestos reguladores de las proteínas desacoplantes o su uso terapéutico para el tratamiento de diferentes enfermedades y dolencias que cursen con un aumento en la actividad de dichas proteínas.Peer reviewedConsejo Superior de Investigaciones Científicas (España

Derivados de cromano y sus usos como inhibidores de la actividad de las proteínas desacoplantes

Derivados de cromano y sus usos como inhibidores de la actividad de las proteínas desacoplantes. Compuestos derivados del cromano, que presentan la fórmula general (I), donde R1 y R2, son iguales o diferentes entre sí, y están representados por un átomo de hidrógeno (H) o un grupo alquilo (C1-C8); R3 está representado por un átomo de H, un halógeno, un grupo arilo o un grupo –COOR5; donde R5 es alquilo (C1-C4) o un alquilarilo; y R4 está representado por un átomo de hidrógeno (H), un grupo alquilarilo o un grupo alquilo (C1-C8), lineal o ramificado. Así como sus diferentes usos, más concretamente en la identificación de compuestos terapéuticos, como compuestos reguladores de las proteínas desacoplantes o su uso terapéutico para el tratamiento de diferentes enfermedades y dolencias que cursen con un aumento en la actividad de dichas proteínas.Peer reviewedConsejo Superior de Investigaciones Científicas (CSIC).A1 Solicitud de patentes con informe sobre el estado de la técnic

Base-Induced Sulfoxide-Sulfenate Rearrangement of 2-Sulfinyl Dienes for the Regio- and Stereoselective Synthesis of Enantioenriched Dienyl Diols

The base-induced [2,3]-sigmatropic rearrangement of a series of enantiopure 2-sulfinyl dienes has been examined and optimized using a combination of NaH and iPrOH. The reaction takes place by allylic deprotonation of the 2-sulfinyl diene to give a bis-allylic sulfoxide anion intermediate that after protonation undergoes sulfoxide-sulfenate rearrangement. Different substitution at the starting 2-sulfinyl dienes has allowed us to study the rearrangement finding that a terminal allylic alcohol is determinant to achieve complete regioselectivity and high enantioselectivities (90:10-95:5) with the sulfoxide as the only element of stereocontrol. Density functional theory (DFT) calculations provide an interpretation of these resultsThe authors thank MICINN (PID2019-107380GB-I00) for financial support. M.M. thanks Erasmus+ program for an internship. The authors thank Paula López and Fernando Romero for their initial experiments with compounds 8, 9, and 11. They also thank the Centro de Computación Científica at the UAM for their generous allocation of computer tim

Enantiospecific Synthesis of 1,3-Disubstituted Allenes from Propargylic Carbonates through a Borylation-1,2-Elimination Process

An array of enantioenriched vinyl boronates bearing an allylic carbonate moiety have been prepared through selective hydroboration of propargyl carbonates. Treatment of these vinyl boronates with TBAF in THF affords enantioenriched 1,3- disubstituted allenes through a novel 1,2-anti elimination in good yields and high enantiospecificitiesWe thank MINECO (CTQ2016-78779-R) and MICINN (PID2019-107380GB I00) for financial suppor

Highly Diastereoselective [3 2] Cycloadditions between Nonracemic p-Tolylsulfinimines and Iminoesters:An Efficient Entry to Enantiopure Imidazolidines and Vicinal Diaminoalcohols

10 páginasA new procedure for the asymmetric synthesis of imidazolidines and vicinal diamines is reported. The 1,3-dipolar cycloaddition between non racemic p-tolylsulfinimines and azome thine ylides generated in situ from - iminoesters and LDA produces N-sulfi nylimidazolidines with a high degree of stereocontrol. In contrast, the presence of Lewis acids promotes formation of the cycloadducts through a highly dia stereoselective process with opposite stereochemistry. Subsequent transfor mations of the imidazolidines including oxidative, reductive, and hydrolytic processes that provide easy access to vicinal diaminoalcohols have been ex plored. Among these, reductive cleav age of the aminal with LiAlH4 is an extremely efficient and general reaction for the synthesis of enantiopure N sulfinyl-N -benzyldiaminoalcoholsDGI MCYT (Grants PPQ2000 - 1330 BQU2001 ± 0582) CAM (08.5/0079/2000).Peer reviewe

Tetrabutylammonium Acetate

Peer reviewe

Highly diastereoselective Staudinger reaction on 5,6-dihydropyrazin-2-(1H)-ones. Synthesis of enantiopure fused oxopiperazino-β-lactams

The highly diastereoselective synthesis of fused oxopiperazino-β-lactams 2 by Staudinger reaction between functionalized ketenes and 5,6-dihydropyrazin-2(1H)-ones 1 has been carried out. Further cleavage of the β-lactam ring produced 2-oxopiperazine-3-acetic acid derivatives 7 with no epimerization and in good yields. © 2006 Elsevier Ltd. All rights reserved.Peer reviewe

Diastereodivergent Synthesis of 2‑Ene-1,4-hydroxy Sulfides from 2‑Sulfinyl Dienes via Tandem Sulfa-Michael/Sulfoxide-Sulfenate Rearrangement

The highly diastereoselective sulfa-Michael addition of thiolates to enantiopure 2-sulfinyl dienes leads to anti or syn 2- ene-1,4-hydroxy sulfides in good yields and selectivities dependent on the reaction conditions in a diastereodivergent process. Synthetic applications of these enantiopure hydroxy sulfides by subsequent sigmatropic rearrangements have been outlined.This research was supported by PID2019-107380GB-100 and CTQ2016-77555-C2-2-R.Peer reviewe

Synthesis of chiral sulfinamido-sulfonamides and their evaluation as ligands for the enantioselective ethylation of aldehydes

10 pages, 2 figures, 2 tables.-- Printed version published May 2, 2009.A family of chiral sulfinamido-sulfonamide ligands have been synthesized from sulfinimines and has been evaluated as ligands for the enantioselective addition of diethylzinc to aldehydes with Ti(O(i)Pr)4. The structure of these diamino compounds has been systematically modified to optimize the results.This research was supported by DGI MEC (CTQ2006-04522/BQU) and CM (S-SAL-0249-2006).Peer reviewe