Regioselective carbonylation of 2, 2-disubstituted epoxides: an alternative route to ketone-based aldol products

AK Hubbell, AM LaPointe, JR Lamb… - Journal of the American …, 2019 - ACS Publications
We report the regioselective carbonylation of 2, 2-disubstituted epoxides to β, β-disubstituted
β-lactones. Mechanistic studies revealed epoxide ring-opening as the turnover limiting step …

Construction of Sulfonyl Dibenzofused Medium‐Size Oxacycles via Bi(OTf)3‐Catalyzed Friedel‐Crafts‐Type Annulation

MY Chang, NC Hsueh - Advanced Synthesis & Catalysis, 2023 - Wiley Online Library
Abstract Herein, Bi (OTf) 3‐catalyzed Friedel‐Crafts‐type annulation of sulfonyl o‐
hydroxyacetophenones with benzofused cycloethers is described. This single‐step strategy …

Diels–Alder Reaction of Photochemically Generated (E)-Cyclohept-2-enones: Diene Scope, Reaction Pathway, and Synthetic Application

DP Schwinger, MT Peschel, C Jaschke… - The Journal of …, 2022 - ACS Publications
Upon irradiation at λ= 350 nm, cyclohept-2-enone undergoes an isomerization to the
strained (E)-isomer. The process was studied by XMS-CASPT2 calculations and found to …

Structural Diversity of Perylenequinones Is Driven by Their Redox Behavior

ZY Al Subeh, AL Waldbusser, HA Raja… - The Journal of …, 2022 - ACS Publications
Hypocrellins and hypomycins are two subclasses of fungal perylenequinones with unique
structural, biological, and photochemical properties. With the growing interest in these …

Palladium‐Catalyzed Heck/Insertion/Decarboxylation Domino Sequence: Synthesis of Dihydrocyclohepta[de]naphthalenes

C He, XL Chen, SY Zhuang, YD Wu… - Advanced Synthesis …, 2021 - Wiley Online Library
A Pd‐catalyzed cascade cyclization for the construction of fused dihydrocyclohepta [de]
naphthalene skeletons was developed. The skeleton was assembled from 3‐iodo‐4H …

Nicholas Reactions in the Construction of Cyclohepta[de]naphthalenes and Cyclohepta[de]naphthalenones. The Total Synthesis of Microstegiol

RA Taj, JR Green - The Journal of Organic Chemistry, 2010 - ACS Publications
The application of the Nicholas reaction chemistry of 2, 7-dioxygenated naphthalenes in the
synthesis of cyclohepta [de] napthalenes and in the synthesis of (±)-microstegiol (1) is …

Synthesis of the Purported ent-Pochonin J Structure Featuring a Stereoselective Oxocarbenium Allylation

D Martinez-Solorio, KA Belmore… - The Journal of Organic …, 2011 - ACS Publications
The synthesis of the alleged natural product pochonin J is presented. Key steps of this
convergent synthesis include a chemoselective Wacker oxidation, and an Evans' anti …

Pd(II)‐Catalyzed Formal [5+2]‐Carbocyclization of Ortho‐Aryl‐Substituted Arylaldehydes with Allylic Alcohols

C Wang, H Jiang, W Zeng - Advanced Synthesis & Catalysis, 2024 - Wiley Online Library
A Pd (II)‐catalyzed formal [5+ 2] coupling‐cyclization of 2‐arylbenzaldehydes with allylic
alcohols has been developed. The method provides an efficient approach to access diaryl …

Structural reassignment of a marine metabolite from a binaphthalenetetrol to a tetrabrominated diphenyl ether

EE Podlesny, MC Kozlowski - Journal of Natural Products, 2012 - ACS Publications
The structure of a reported natural product isolate has been revised from (S)-2, 2′-
dimethoxy-[1, 1′-binaphthalene]-5, 5′, 6, 6′-tetraol to a known tetrabrominated diphenyl …

One‐Pot Synthesis and Photophysical Studies of Styryl‐Based Benzo[f]pyrazolo[3,4‐b]quinoline and Indeno[2,1‐b]pyrazolo[4,3‐e]pyridines

S Manickam, U Balijapalli… - European Journal of …, 2018 - Wiley Online Library
A new family of extended π‐conjugated dihydrobenzopyrazoloquinoline (DBPQ) and
dihydroindenopyrazolopyridine (DIPP) molecules were synthesized, and their photophysical …