Formal total synthesis of macarpine via a Au(I)-catalyzed 6-endo-dig cycloisomerization strategy

• Jiayue Fu,
• Bingbing Li,
• Zefang Zhou,
• Maosheng Cheng,
• Lu Yang and
• Yongxiang Liu

Beilstein J. Org. Chem. 2022, 18, 1589–1595, doi:10.3762/bjoc.18.169

• ]phenanthridine derivatives and further assessments of their bioactivities are currently in progress in our laboratory. Classification of benzo[c]phenanthridine alkaloids. Representative synthetic strategies for macarpine (1). Retrosynthetic analysis of marcarpine precursor 12 for a partial synthesis. Syntheses

Efficiency Eff_syn of complex syntheses as multicomponent reactions, its algorithm and calculations based on concrete criteria

• Heiner Eckert

Beilstein J. Org. Chem. 2019, 15, 1425–1433, doi:10.3762/bjoc.15.142

• process control, in the cost analysis of complex syntheses (Equation 5). An App based on this algorithm can offer an effective way to obtain a rapid overview of the total or partial synthesis. It can be used to evaluate and even control the synthesis from various aspects, including how it is affected by

The chemistry and biology of mycolactones

• Matthias Gehringer and
• Karl-Heinz Altmann

Beilstein J. Org. Chem. 2017, 13, 1596–1660, doi:10.3762/bjoc.13.159

A novel approach to oxoisoaporphine alkaloids via regioselective metalation of alkoxy isoquinolines

• Benedikt C. Melzer and
• Franz Bracher

Beilstein J. Org. Chem. 2017, 13, 1564–1571, doi:10.3762/bjoc.13.156

• the synthesis of the alkaloid bianfugecine (6, Scheme 4), which contains only one methoxy group at ring B. Until now, only one partial synthesis of this alkaloid is described in the literature. Kunitomo et al. [30] obtained alkaloid 6 by hydrogenolytic demethoxylation of alkaloid menisporphine (2

Enduracididine, a rare amino acid component of peptide antibiotics: Natural products and synthesis

• Darcy J. Atkinson,
• Briar J. Naysmith,
• Daniel P. Furkert and
• Margaret A. Brimble

Beilstein J. Org. Chem. 2016, 12, 2325–2342, doi:10.3762/bjoc.12.226

• , MIC = 15.6 μg/mL) but only weakly active against all other bacteria tested. The structure was confirmed through degradation and partial synthesis [29][30]. Minosaminomycin (9) inhibits protein synthesis in E. coli more effectively than the related antibiotic kasugamycin (10), however, a different

An efficient partial synthesis of 4′-O-methylquercetin via regioselective protection and alkylation of quercetin

• Nian-Guang Li,
• Zhi-Hao Shi,
• Yu-Ping Tang,
• Jian-Ping Yang and
• Jin-Ao Duan

Beilstein J. Org. Chem. 2009, 5, No. 60, doi:10.3762/bjoc.5.60

• selective protection of the catechol group with dichlorodiphenylmethane in diphenyl ether as solvent and on the selective protection of the hydroxyl groups at positions 3 and 7 with chloromethyl ether. Keywords: alkylation; high yield; 4′-O-methylquercetin; partial synthesis; regioselective protection

• partial synthesis from quercetin (1) and relies on successive and selective protection of the different quercetin phenolic functions. Initially, we decided to adopt an alternative strategy which relies upon a selective protection of the catechol ring to make the later selective methylation easier. Hydroxy

• conclusion, we have succeeded in devising a partial synthesis of 4′-O-methylquercetin (tamarixetin) from quercetin in high yield. The strategy relies on the selective protection of the catechol group with dichlorodiphenylmethane at 175 °C using diphenyl ether as solvent and on the selective protection of the