Strain-release photocatalysis

P Bellotti, F Glorius - Journal of the American Chemical Society, 2023 - ACS Publications
The concept of strain in organic compounds is as old as modern organic chemistry and was
initially introduced to justify the synthetic setbacks along the synthesis of small ring systems …

Bicyclobutanes as unusual building blocks for complexity generation in organic synthesis

M Golfmann, JCL Walker - Communications Chemistry, 2023 - nature.com
Bicyclobutanes are among the most highly strained isolable organic compounds and their
associated low activation barriers to reactivity make them intriguing building-blocks in …

ortho-Selective Dearomative [2π + 2σ] Photocycloadditions of Bicyclic Aza-Arenes

R Kleinmans, S Dutta, K Ozols, H Shao… - Journal of the …, 2023 - ACS Publications
Dearomative photocycloadditions are valuable chemical transformations, serving as an
efficient platform to create three-dimensional molecular complexity. However, the …

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 …

Bicyclobutanes: from curiosities to versatile reagents and covalent warheads

CB Kelly, JA Milligan, LJ Tilley, TM Sodano - Chemical Science, 2022 - pubs.rsc.org
The unique chemistry of small, strained carbocyclic systems has long captivated organic
chemists from a theoretical and fundamental standpoint. A resurgence of interest in strained …

Skeletal editing approach to bridge-functionalized bicyclo [1.1. 1] pentanes from azabicyclo [2.1. 1] hexanes

BA Wright, A Matviitsuk, MJ Black… - Journal of the …, 2023 - ACS Publications
Azabicyclo [2.1. 1] hexanes (aza-BCHs) and bicyclo [1.1. 1] pentanes (BCPs) have emerged
as attractive classes of sp 3-rich cores for replacing flat, aromatic groups with metabolically …

Iridium-catalyzed asymmetric difunctionalization of C–C σ-bonds enabled by ring-strained boronate complexes

HC Shen, MV Popescu, ZS Wang… - Journal of the …, 2023 - ACS Publications
Enantioenriched organoboron intermediates are important building blocks in organic
synthesis and drug discovery. Recently, transition metal-catalyzed enantioselective 1, 2 …

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 …

An intramolecular coupling approach to alkyl bioisosteres for the synthesis of multisubstituted bicycloalkyl boronates

Y Yang, J Tsien, JME Hughes, BK Peters… - Nature …, 2021 - nature.com
Abstract Bicyclic hydrocarbons, and bicyclo [1.1. 1] pentanes (BCPs) in particular, are
playing an emerging role as saturated bioisosteres in pharmaceutical, agrochemical and …

Palladium hydride-enabled hydroalkenylation of strained molecules

Z Zhang, V Gevorgyan - Journal of the American Chemical …, 2022 - ACS Publications
We report the first palladium hydride enabled hydroalkenylation of strained molecules. This
new mild protocol proceeds via a regio-and chemoselective hydropalladation step, followed …