Combining the best of both worlds: radical-based divergent total synthesis

• Kyriaki Gennaiou,
• Antonios Kelesidis,
• Maria Kourgiantaki and
• Alexandros L. Zografos

Beilstein J. Org. Chem. 2023, 19, 1–26, doi:10.3762/bjoc.19.1

• review highlights recent total syntheses that incorporate the best of both worlds. Keywords: biomimetic synthesis; cascades; common scaffold; hydrogen atom transfer; photoredox catalysis; Introduction Societal needs push sciences into new directions, as the urge for new pharmaceutical leads grows, in

• their synthesis (Scheme 2). The synthetic variant of 3 was designed as the common scaffold 16, bearing the appropriate substitution for sequential revelation of carboxylic acid moieties. The highly congested decalin core of common scaffold 16 was obtained by a modified electrochemical polycyclization of

• of (−)-sclareol (43) [36] as the precursor to a photolabile Barton ester 59. When the latter was irradiated at 250 W in the presence of benzoquinone, a decarboxylated coupling occurred, yielding semiquinone 60, few steps away from the common scaffold 61. Following this protocol, researchers managed

Regioselective addition of Grignard reagents to N-acylpyrazinium salts: synthesis of substituted 1,2-dihydropyrazines and Δ⁵-2-oxopiperazines

• Valentine R. St. Hilaire,
• William E. Hopkins,
• Yenteeo S. Miller,
• Srinivasa R. Dandepally and
• Alfred L. Williams

Beilstein J. Org. Chem. 2019, 15, 72–78, doi:10.3762/bjoc.15.8

• –4). This simple approach towards Δ5-2-oxopiperazines provides access into compounds that can be reduced into mono- and disubstituted 2-oxopiperazines [33][34]. This structure is a common scaffold found in natural products and biologically active small molecules [23]. Conclusion In conclusion, we

One-pot synthesis of enantiomerically pure N-protected allylic amines from N-protected α-amino esters

• Gastón Silveira-Dorta,
• Sergio J. Álvarez-Méndez,
• Víctor S. Martín and
• José M. Padrón

Beilstein J. Org. Chem. 2016, 12, 957–962, doi:10.3762/bjoc.12.94

• and threonine derivatives. Keywords: amino acids; olefination; protecting group free; synthetic methods; Wittig reactions; Introduction Allylic amines have received significant attention because they represent a common scaffold in diverse biologically relevant compounds and natural products [1]. In

Antibiotics from predatory bacteria

• Juliane Korp,
• María S. Vela Gurovic and
• Markus Nett

Beilstein J. Org. Chem. 2016, 12, 594–607, doi:10.3762/bjoc.12.58

• Mxf50 [95][96]. Later, the structurally related corallopyronins were found in different strains of Corallococcus coralloides [97][98][99]. Myxopyronins and corallopyronins share a common scaffold composed of a central pyrone ring carrying two flexible side chains (Figure 3). Structural variability

Synthesis of a library of tricyclic azepinoisoindolinones

• Bettina Miller,
• Shuli Mao,
• Kara M. George Rosenker,
• Joshua G. Pierce and
• Peter Wipf

Beilstein J. Org. Chem. 2012, 8, 1091–1097, doi:10.3762/bjoc.8.120

• ; epoxide aminolysis; hydrozirconation; isoindolinones; metathesis; N-acyliminium ion; Introduction Isoindolinones represent a common scaffold seen in naturally occurring compounds such as magallanesine [1], lennoxamine [2] and clitocybin A [3], or drug candidates such as pagoclone [4] (Figure 1). These