The Sonogashira reaction: a booming methodology in synthetic organic chemistry

R Chinchilla, C Nájera - Chemical reviews, 2007 - ACS Publications
The array of transition-metal-catalyzed cross-coupling reactions can easily be considered
nowadays cornerstones in the field of organic synthesis. 1, 2 Among them, the palladium …

Functions, therapeutic applications, and synthesis of retinoids and carotenoids

R Alvarez, B Vaz, H Gronemeyer, AR de Lera - Chemical reviews, 2014 - ACS Publications
Vitamin A (all-trans-retinol, 1, Figure 1) is considered the most multifunctional vitamin in the
human body. 1 It plays key roles in many physiological processes such as vision …

Regioselective (site-selective) functionalisation of unsaturated halogenated nitrogen, oxygen and sulfur heterocycles by Pd-catalysed cross-couplings and direct …

IJS Fairlamb - Chemical Society Reviews, 2007 - pubs.rsc.org
This tutorial review focuses on several practical synthetic transformations utilising palladium
catalysis that facilitate the synthesis of functionalised unsaturated heterocycles in a …

Enzymatic and non-enzymatic crosslinks found in collagen and elastin and their chemical synthesis

J Gaar, R Naffa, M Brimble - Organic Chemistry Frontiers, 2020 - pubs.rsc.org
Collagen and elastin are the most abundant structural proteins in animals and play an
integral biological and structural role in the extracellular matrix. The biosynthesis and …

Selective Palladium‐Catalyzed Suzuki–Miyaura Reactions of Polyhalogenated Heteroarenes

R Rossi, F Bellina, M Lessi - Advanced Synthesis & Catalysis, 2012 - Wiley Online Library
Abstract The palladium‐catalyzed Suzuki–Miyaura reaction of multiply halogenated,
electron‐rich and electron‐deficient heteroarenes is one of the most reliable and …

Negishi coupling: an easy progress for C–C bond construction in total synthesis

MM Heravi, E Hashemi, N Nazari - Molecular diversity, 2014 - Springer
Negishi cross-coupling reactions were used extensively in total synthesis. The expansion of
substrate scope, the development of mild reaction conditions, the advancement of the …

Mechanistic insights into the transmetalation step of a Suzuki–Miyaura reaction of 2 (4)-bromopyridines: characterization of an intermediate

C Sicre, AAC Braga, F Maseras, MM Cid - Tetrahedron, 2008 - Elsevier
The mechanistic study of the palladium-catalyzed Suzuki–Miyaura cross-coupling between
bromophenylpyridine compounds and phenylboronic acid led to the NMR identification of a …

Total synthesis of COPD biomarker desmosine that crosslinks elastin

T Usuki, H Yamada, T Hayashi, H Yanuma… - Chemical …, 2012 - pubs.rsc.org
Desmosine, a crosslinking amino acid of elastin, is an attractive biomarker for diagnosis of
chronic obstructive pulmonary disease (COPD). In this study, the first total synthesis of (+) …

Regioselectivity in alkenyl (aryl)-heteroaryl Suzuki cross-coupling reactions of 2, 4-dibromopyridine. A synthetic and mechanistic study

C Sicre, JL Alonso-Gómez, MM Cid - Tetrahedron, 2006 - Elsevier
2, 4-Dibromopyridine undergoes a regioselective Suzuki cross-coupling reaction at position
2 with several alkenyl (aryl) boronic acids to render 4-bromo-2-carbon substituted pyridines …

Syntheses of natural and deuterated desmosines via palladium-catalyzed cross-coupling reactions

R Suzuki, H Yanuma, T Hayashi, H Yamada, T Usuki - Tetrahedron, 2015 - Elsevier
Desmosine is a crosslinking pyridinium amino acid of elastin and is an attractive biomarker
for the diagnosis of chronic obstructive pulmonary disease (COPD). Herein, we describe the …