HFIP in organic synthesis

HF Motiwala, AM Armaly, JG Cacioppo… - Chemical …, 2022 - ACS Publications
1, 1, 1, 3, 3, 3-Hexafluoroisopropanol (HFIP) is a polar, strongly hydrogen bond-donating
solvent that has found numerous uses in organic synthesis due to its ability to stabilize ionic …

Phenols in pharmaceuticals: analysis of a recurring motif

KA Scott, PB Cox, JT Njardarson - Journal of Medicinal Chemistry, 2022 - ACS Publications
Phenols and phenolic ethers are significant scaffolds recurring both in nature and among
approved small-molecule pharmaceuticals. This compendium presents the first …

Biocatalytic site-and enantioselective oxidative dearomatization of phenols

SA Baker Dockrey, AL Lukowski, MR Becker… - Nature …, 2018 - nature.com
The biocatalytic transformations used by chemists are often restricted to simple functional-
group interconversions. In contrast, nature has developed complexity-generating biocatalytic …

Reactions of allylmagnesium reagents with carbonyl compounds and compounds with C═ N double bonds: their diastereoselectivities generally cannot be analyzed …

ND Bartolo, JA Read, EM Valentín… - Chemical reviews, 2020 - ACS Publications
This review describes the additions of allylmagnesium reagents to carbonyl compounds and
to imines, focusing on the differences in reactivity between allylmagnesium halides and …

Synthetic applications of type II intramolecular cycloadditions

L Min, YJ Hu, JH Fan, W Zhang, CC Li - Chemical Society Reviews, 2020 - pubs.rsc.org
Type II intramolecular cycloadditions ([4+ 2],[4+ 3],[4+ 4] and [5+ 2]) have emerged recently
as an efficient and powerful strategy for the construction of bridged ring systems. In general …

Asymmetric total synthesis of (−)-vinigrol

L Min, X Lin, CC Li - Journal of the American Chemical Society, 2019 - ACS Publications
A new strategy was developed for the asymmetric total synthesis of (−)-vinigrol. The strategy
involved a linear sequence of 15 steps from 3-methyl-butanal (14 steps from chloro …

Selenium‐Catalyzed C(sp3)H Acyloxylation: Application in the Expedient Synthesis of Isobenzofuranones

F Krätzschmar, M Kaßel, D Delony… - Chemistry–A European …, 2015 - Wiley Online Library
Oxidative Se‐catalyzed C (sp3) H bond acyloxylation has been used to construct a diverse
array of isobenzofuranones from simple ortho‐allyl benzoic acid derivatives. The synthetic …

Structural basis for selectivity in flavin-dependent monooxygenase-catalyzed oxidative dearomatization

A Rodríguez Benítez, SE Tweedy… - ACS …, 2019 - ACS Publications
Biocatalytic reactions embody many features of ideal chemical transformations, including the
potential for impeccable selectivity, high catalytic efficiency, mild reaction conditions, and the …

Enantioselective Total Synthesis of (−)-Vinigrol: The Evolution of a Transannular Diels–Alder Strategy

X Yu, L Xiao, T Luo - The Journal of Organic Chemistry, 2024 - ACS Publications
Vinigrol is a structurally and stereochemically complex diterpenoid that displays various
potent pharmacological activities. Two generations of synthetic routes were designed and …

Rapid, Operationally Simple, and Metal‐free NBS Mediated One‐pot Synthesis of 1, 2‐Naphthoquinone from 2‐Naphthol

J Sim, H Jo, M Viji, M Choi, JA Jung… - … Synthesis & Catalysis, 2018 - Wiley Online Library
A metal‐free, one‐pot synthesis of 1, 2‐naphthoquinone was accomplished from 2‐naphthol
by utilizing economically cheap NBS under open air conditions. Initial formation of 1, 1 …