Organic Chemistry

Molecular editing of bilobalide: Regioselective C-ring lactam formation

Late-stage diversification of complex natural products enables rapid access to analogues for structure-activity relationship studies. Herein, we report a regioselective …

wenjing-wang

Antiviral profiling and cellular activation of carbobicyclic nucleoside analogues

Nucleoside analogues are important antiviral and anticancer agents. In this study, we investigated a new class of nucleoside analogues built on a synthetically accessible …

avatar
Stephan Scheeff
Deracemisation lead to enriched alpha Amino Aldehydes featured image

Deracemisation lead to enriched alpha Amino Aldehydes

Luo and coworkes from Tsinghua University report a novel method for deracemisation in JACS

Practical access to trisubstituted Morita‐Baylis‐Hillman‐type products through copper‐catalyzed reductive aldol reactions of alkynones

AbstractWe report a convenient and diastereoselective copper‐catalyzed reductive alkynone aldol addition to aldehydes, with pinacolborane as stoichiometric reductant, that results …

avatar
Stephan Scheeff

Lactone-to-lactam editing alters the pharmacology of bilobalide

Precise transformations of natural products (NPs) can fine-tune their physicochemical properties while preserving inherently complex and evolutionarily optimized parent scaffolds. …

xiaoding-jiang
Diastereo- and enantioselective construction of stereochemical arrays exploiting non-classical hydrogen bonding in enolborates featured image

Diastereo- and enantioselective construction of stereochemical arrays exploiting non-classical hydrogen bonding in enolborates

We report a copper-catalyzed reductive aldol addition to aldehydes and ketones, with pinacolborane as stoichiometric reductant, that results in the generation of stereodefined …

matthew-li
Breaking the aromaticity of thiophene using a [4+3] cycloaddition featured image

Breaking the aromaticity of thiophene using a [4+3] cycloaddition

A novel dearomative, intramolecular [4+3]-cycloaddition of thiophenes at low temperatures yielding complex tricyclic ring systems.

Design and synthesis of bicyclo[4.3.0]nonene nucleoside analogues featured image

Design and synthesis of bicyclo[4.3.0]nonene nucleoside analogues

Nucleoside analogues are effective antiviral agents, and the continuous emergence of pathogenic viruses demands the development of novel and structurally diverse analogues. Here, …

avatar
Stephan Scheeff

Copper-catalyzed reductive Ireland-Claisen rearrangements of propargylic acrylates and allylic allenoates

The copper-catalyzed reductive Ireland-Claisen rearrangement of propargylic acrylates led to 3,4-allenoic acids. The use of silanes or pinacolborane as stoichiometric reducing …

siyuan-guo

Modular total synthesis of iso-archazolids and archazologs

Full details on the design, development, and successful implementation of suitable synthetic strategies directed toward the total synthesis of iso-archazolids and archazologs are …

avatar
Stephan Scheeff