“K‐synthesis”: recent advancements in natural product synthesis enabled by unique methods and strategies development in Korea

S Han - Bulletin of the Korean Chemical Society, 2023 - Wiley Online Library
Natural product synthesis has lain at the heart of organic chemistry. Complex structures of
natural products have inspired chemists to develop new methods and strategies. The utility …

Advances in the synthesis of rearranged homoisoflavonoids

FC Demidoff, PRR Costa, GS Caleffi - Organic & Biomolecular …, 2024 - pubs.rsc.org
Rearranged homoisoflavonoids constitute a unique group of natural products, renowned for
their structural diversity and complexity. These compounds, derived from modifications in the …

Bismuth(III)-Catalyzed 1,8-Addition/Cyclization/Rearrangement of Propargylic para-Quinone Methides with 2-Vinylphenol: Synthesis of Indeno[2,1-c]chromenes

ZQ Zhu, TF Wu, HP Pan, JB Peng, AJ Ma… - Organic …, 2023 - ACS Publications
The unique reactivity of in situ generated propargylic para-quinone methides as a new type
of five-carbon synthon has been discovered by a novel bismuth (III)-catalyzed tandem …

The Pd-catalyzed synthesis of benzofused carbo-and heterocycles through carbene migratory insertion/carbopalladation cascades with tosylhydrazones

M Paraja, MC Pérez-Aguilar, C Valdés - Chemical Communications, 2015 - pubs.rsc.org
The Pd-catalyzed reaction between o-iodoallylbenzene and tosylhydrazones gives rise to
indene derivatives through a process that involves a carbene migratory insertion followed by …

A total synthesis of (+)-brazilin

S Huang, W Ou, W Li, H **ao, Y Pang, Y Zhou… - Tetrahedron …, 2020 - Elsevier
Described herein is a concise total synthesis of (+)-brazilin from readily available 4-bromo-1,
2-dimethoxybenzene. In this synthetic route, a Sharpless asymmetric dihydroxylation was …

Total synthesis of (±)-brazilin using [4+ 1] palladium-catalyzed carbenylative annulation

V Arredondo, DE Roa, ES Gutman… - The Journal of …, 2019 - ACS Publications
Palladium-catalyzed carbene insertion was utilized in a formal synthesis of (±)-
picropodophyllone and a total synthesis of (±)-brazilin. All prior syntheses of brazilin have …

Tetracyclic homoisoflavanoid (+)-brazilin: a natural product inhibits c-di-AMP-producing enzyme and Streptococcus mutans biofilms

EM Rojas, H Zhang, SE Velu, H Wu - Microbiology Spectrum, 2024 - Am Soc Microbiol
The tenacious biofilms formed by Streptococcus mutans are resistant to conventional
antibiotics and current treatments. There is a growing need for novel therapeutics that …

A novel total synthesis of (+)-brazilin

D Xu, J Liu, X Han, S Huang, X Yang - Synthetic Communications, 2022 - Taylor & Francis
Brazilin, structurally composed of a chroman skeleton cis-fused with a 2, 3-dihydro-1 H-
indene unit, is an important active component of the famous traditional Chinese medicine …

One-pot, three-component approach to diarylacetonitriles

DK Singh, SS Prasad, J Kim, I Kim - Organic Chemistry Frontiers, 2019 - pubs.rsc.org
Described herein is a novel one-pot, three-component reaction where aldehydes, electron-
rich arenes, and TMSCN in the presence of BF3-OEt2 allowed direct access to a number of …

Design and synthesis of a hybrid framework of indanone and chromane: total synthesis of a homoisoflavanoid, brazilane

J Kim, I Kim - Organic & Biomolecular Chemistry, 2018 - pubs.rsc.org
A chemical backbone of tetracyclic homoisoflavanoid natural products such as brazilin
inspired us to design a new chemical scaffold, 6a, 11b-dihydroindeno [2, 1-c] chromen-7 …