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 …

Methodologies and strategies for selective borylation of C–Het and C–C bonds

M Wang, Z Shi - Chemical Reviews, 2020 - ACS Publications
Organoborons have emerged as versatile building blocks in organic synthesis to achieve
molecular diversity and as carboxylic acid bioisosteres with broad applicability in drug …

Photocatalyzed [2σ+ 2σ] and [2σ+ 2π] Cycloadditions for the Synthesis of Bicyclo [3.1. 1] heptanes and 5-or 6-Membered Carbocycles

TVT Nguyen, A Bossonnet, MD Wodrich… - Journal of the American …, 2023 - ACS Publications
We report the use of photocatalysis for the homolytic ring-opening of carbonyl
cyclopropanes. In contrast to previous studies, our approach does not require a metal …

Catalytic enantioselective ring-opening reactions of cyclopropanes

V Pirenne, B Muriel, J Waser - Chemical Reviews, 2020 - ACS Publications
This review describes the development of enantioselective methods for the ring opening of
cyclopropanes. Both approaches based on the reaction of nonchiral cyclopropanes and …

Electrochemical Ring-Opening Dicarboxylation of Strained Carbon–Carbon Single Bonds with CO2: Facile Synthesis of Diacids and Derivatization into Polyesters

LL Liao, ZH Wang, KG Cao, GQ Sun… - Journal of the …, 2022 - ACS Publications
Diacids are important monomers in the polymer industry to construct valuable materials.
Dicarboxylation of unsaturated bonds, such as alkenes and alkynes, with CO2 has been …

Transition metal-catalyzed selective carbon–carbon bond cleavage of vinylcyclopropanes in cycloaddition reactions

J Wang, SA Blaszczyk, X Li, W Tang - Chemical reviews, 2020 - ACS Publications
In this review, transition metal-catalyzed methodologies and applications that exploit C–C
bond cleavage of vinylcyclopropanes (VCPs) are summarized with a focus on cycloaddition …

Exploiting hexafluoroisopropanol (HFIP) in Lewis and Brønsted acid-catalyzed reactions

V Pozhydaiev, M Power, V Gandon, J Moran… - Chemical …, 2020 - pubs.rsc.org
Hexafluoroisopropanol (HFIP) is a solvent with unique properties that has recently gained
attention for promoting a wide range of challenging chemical reactions. It was initially …

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 …

Beyond bioisosteres: divergent synthesis of azabicyclohexanes and cyclobutenyl amines from bicyclobutanes

K Dhake, KJ Woelk, J Becica, A Un… - Angewandte …, 2022 - Wiley Online Library
The development of two divergent and complementary Lewis acid catalyzed additions of
bicyclobutanes to imines is described. Microscale high‐throughput experimentation was …

Cyclopropanation strategies in recent total syntheses

C Ebner, EM Carreira - Chemical reviews, 2017 - ACS Publications
Complex molecular architectures containing cyclopropanes present significant challenges
for any synthetic chemist. This review aims to highlight the strategic considerations for …