Pathway economy in cyclization of 1,n-enynes

• Hezhen Han,
• Wenjie Mao,
• Bin Lin,
• Maosheng Cheng,
• Lu Yang and
• Yongxiang Liu

Beilstein J. Org. Chem. 2025, 21, 2260–2282, doi:10.3762/bjoc.21.173

• ligand-controlled Au(I)-catalyzed intramolecular hydroarylation overcame key challenges of poor regioselectivity and limited applicability to electron-deficient substrates. In 2018, a gold-catalyzed divergent cyclization to access heteropolycyclic frameworks was reported by the Shi group (Scheme 18) [26

• platform, as exemplified by recent breakthroughs in polycyclic skeleton construction and stereo-divergent cyclization. The implementation of pathway economy fosters significant advancements in green chemistry by minimizing synthetic steps, reducing waste generation, and enhancing atom economy. Notably

Gold-catalyzed oxycyclization of allenic carbamates: expeditious synthesis of 1,3-oxazin-2-ones

• Benito Alcaide,
• Pedro Almendros,
• M. Teresa Quirós and
• Israel Fernández

Beilstein J. Org. Chem. 2013, 9, 818–826, doi:10.3762/bjoc.9.93

• be concluded that the observed divergent cyclization finds its origin in the initial 6-endo versus 6-exo oxyauration reaction steps, with the former being kinetically favored whereas the latter is thermodynamically favored. At this point, it cannot be safely discarded that the formation of the

Parallel and four-step synthesis of natural-product-inspired scaffolds through modular assembly and divergent cyclization

• Hiroki Oguri,
• Haruki Mizoguchi,
• Hideaki Oikawa,
• Aki Ishiyama,
• Masato Iwatsuki,
• Kazuhiko Otoguro and
• Satoshi Ōmura

Beilstein J. Org. Chem. 2012, 8, 930–940, doi:10.3762/bjoc.8.105

• undertaken. Keywords: chemical diversity; divergent cyclization; indole alkaloids; modular assembly; rhodium-catalyzed cyclization–cycloaddition; skeletal and stereochemical diversity; Introduction Biologically intriguing natural products often possess cyclic scaffolds bearing dense arrays of functional

• collections of the elaborated cyclic scaffolds, nature has evolved biosynthetic machinery and often employs (1) modular assembly and (2) divergent cyclization [4]. As the simplest example of this structural diversification, the biosynthesis of aromatic polyketides is outlined in Figure 1a. Employing acetyl

• connection of simple building blocks, as well as divergent cyclization of a common precursor leading to distinct skeletons with complex molecular architectures. Since the naturally occurring indole alkaloids share indole and piperidine as common substructures (Figure 1b) [6], we conceived the assembly of the