Three-dimensional saturated C(sp3)-rich bioisosteres for benzene

J Tsien, C Hu, RR Merchant, T Qin - Nature Reviews Chemistry, 2024 - nature.com
Benzenes, the most ubiquitous structural moiety in marketed small-molecule drugs, are
frequently associated with poor 'drug-like'properties, including metabolic instability, and poor …

Gold-catalyzed synthesis of small rings

M Mato, A Franchino, C Garcı́a-Morales… - Chemical …, 2020 - ACS Publications
Three-and four-membered rings, widespread motifs in nature and medicinal chemistry, have
fascinated chemists ever since their discovery. However, due to energetic considerations …

Synthesis of azabicyclo [3.1. 1] heptenes enabled by catalyst-controlled annulations of bicyclo [1.1. 0] butanes with vinyl azides

Z Lin, H Ren, X Lin, X Yu, J Zheng - Journal of the American …, 2024 - ACS Publications
Bridged bicyclic scaffolds are emerging bioisosteres of planar aromatic rings under the
concept of “escape from flatland”. However, adopting this concept into the exploration of …

Formal [2σ+ 2σ]-Cycloaddition of Aziridines with Bicyclo [1.1. 0] butanes: Access to Enantiopure 2-Azabicyclo [3.1. 1] heptane Derivatives

S Dutta, CG Daniliuc… - Journal of the …, 2024 - ACS Publications
Saturated nitrogen heterocycles are among the most significant structural components in
small-molecule pharmaceuticals. Herein, a protocol for the construction of enantiopure 2 …

N-heterocyclic carbenes in late transition metal catalysis

S Diez-Gonzalez, N Marion, SP Nolan - Chemical Reviews, 2009 - ACS Publications
N-Heterocyclic carbenes (NHCs) are cyclic carbenes bearing at least one R-amino
substituent. 1 The most common subclasses of NHCs are represented in Chart 1. Early work …

Transition Metal Catalyzed Cycloisomerizations of 1,n-Allenynes and -Allenenes

C Aubert, L Fensterbank, P Garcia, M Malacria… - Chemical …, 2011 - ACS Publications
Allenes have always fascinated chemists because of the intriguing features of the cumulated
diene function such as the higher reactivity compared to simple alkenes and the peculiar …

General Synthesis of 3‐Azabicyclo [3.1. 1] heptanes and Evaluation of Their Properties as Saturated Isosteres

D Dibchak, M Snisarenko, A Mishuk… - Angewandte …, 2023 - Wiley Online Library
A general approach to 3‐azabicyclo [3.1. 1] heptanes by reduction of spirocyclic oxetanyl
nitriles was developed. The mechanism, scope, and scalability of this transformation were …

Chiral NHC–metal-based asymmetric catalysis

F Wang, L Liu, W Wang, S Li, M Shi - Coordination Chemistry Reviews, 2012 - Elsevier
The strong σ-donor but poor π-acceptor abilities of N-heterocyclic carbenes (NHCs) result in
chemical stability and coordination versatility, thus allowing them to coordinate with many …

Progress in the Synthesis and Transformations of Alkylidenecyclopropanes and Alkylidenecyclobutanes

A Brandi, S Cicchi, FM Cordero, A Goti - Chemical Reviews, 2014 - ACS Publications
Methylene-and alkylidenecyclopropanes (MCPs and ACPs, 1, Figure 1) and-cyclobutanes
(MCBs and ACBs, 2, Figure 1) are highly strained molecules, but at the same time most of …

Exploiting [2+ 2] cycloaddition chemistry: achievements with allenes

B Alcaide, P Almendros, C Aragoncillo - Chemical Society Reviews, 2010 - pubs.rsc.org
The allene moiety represents an excellent partner for the [2+ 2] cycloaddition with alkenes
and alkynes, affording the cyclobutane and cyclobutene skeletons in a single step. This …