On the application of 3d metals for C–H activation toward bioactive compounds: The key step for the synthesis of silver bullets

• Renato L. Carvalho,
• Amanda S. de Miranda,
• Mateus P. Nunes,
• Roberto S. Gomes,
• Guilherme A. M. Jardim and
• Eufrânio N. da Silva Júnior

Beilstein J. Org. Chem. 2021, 17, 1849–1938, doi:10.3762/bjoc.17.126

• these results, the late-stage diversification using the [Mn(t-BuPc)Cl] catalyst was applied to more complex natural compounds such as the isosteviol derivative 45 and the betulinic acid derivative 47, which underwent conversion in good and high yields and with high chemoselectivity. The functionalized

• isosteviol derivate furnished a useful and versatile oxathiazinane (46). The betulinic acid-derived sulfamate ester preferentially underwent amination at the γ primary C–H bond of the equatorial C23 methyl group with high site- and diastereoselectivity to furnish the oxathiazinane derivative in 76% yield

Chemoselective O-acylation of hydroxyamino acids and amino alcohols under acidic reaction conditions: History, scope and applications

• Tor E. Kristensen

Beilstein J. Org. Chem. 2015, 11, 446–468, doi:10.3762/bjoc.11.51

• seven cycles) for aldol reactions at large scale (200 mmol of substrate) were possible [62]. A particularly bulky type of hydroxyamino acid amphiphiles has recently been reported by Tao and co-workers (Scheme 12) [65][66][67]. The tetracyclic diterpenoid isosteviol was converted to its corresponding

• of the isosteviol moiety could be reduced to the alcohol with NaBH4–EtOH, thus furnishing a second set of modified amphiphilic organocatalysts. These isosteviol-modified hydroxyamino acid organocatalysts were tested with success in asymmetric aldol reactions, α-aminoxylation reactions and three

Novel supramolecular affinity materials based on (−)-isosteviol as molecular templates

• Christina Lohoelter,
• Malte Brutschy,
• Daniel Lubczyk and
• Siegfried R. Waldvogel

Beilstein J. Org. Chem. 2013, 9, 2821–2833, doi:10.3762/bjoc.9.317

• Christina Lohoelter Malte Brutschy Daniel Lubczyk Siegfried R. Waldvogel Institute for Organic Chemistry, Johannes Gutenberg University, Duesbergweg 10–14, 55128 Mainz, Germany 10.3762/bjoc.9.317 Abstract The readily available ex-chiral-pool building block (−)-isosteviol was combined with the C3

• particular as templates for tracing air-borne arenes at low concentration. The affinities of the synthesized materials towards different air-borne arenes were determined by 200 MHz quartz crystal microbalances. Keywords: affinity materials; (−)-Isosteviol; supramolecular chemistry; triphenylene ketals

• of a single substrate [23][24]. Due to the concave arrangement of both functional groups, exhibiting a distance of the two carbonyl carbon atoms of about 7 Å, naturally occurring diterpene (−)-isosteviol 1 [25] came into focus as building block for the construction of such receptor geometries (Figure