Green synthesis of new chiral 1-(arylamino)imidazo[2,1-a]isoindole-2,5-diones from the corresponding α-amino acid arylhydrazides in aqueous medium

• Nadia Bouzayani,
• Jamil Kraїem,
• Sylvain Marque,
• Yakdhane Kacem,
• Abel Carlin-Sinclair,
• Jérôme Marrot and
• Béchir Ben Hassine

Beilstein J. Org. Chem. 2018, 14, 2923–2930, doi:10.3762/bjoc.14.271

• . The reaction is totally diastereoselective and gives access to the nitrogenated tricyclic core with a relative trans stereochemistry. Keywords: sodium dodecyl sulfate; totally diastereoselective; trans-stereochemistry; Introduction Tricyclic compounds, such as imidazo[2,1-a]isoindol-5-ones, are

Recent developments in the asymmetric Reformatsky-type reaction

• Hélène Pellissier

Beilstein J. Org. Chem. 2018, 14, 325–344, doi:10.3762/bjoc.14.21

• previously reported syntheses by the fact that it included for the first time as key step a totally diastereoselective chromium-mediated macrolactonization. The same year, Schulze et al. reported the synthesis of chiral β-hydroxy-α-methyl-δ-trichloromethyl-δ-valerolactone (39) through a diastereoselective Sm

Supported bifunctional thioureas as recoverable and reusable catalysts for enantioselective nitro-Michael reactions

• José M. Andrés,
• Miriam Ceballos,
• Alicia Maestro,
• Isabel Sanz and
• Rafael Pedrosa

Beilstein J. Org. Chem. 2016, 12, 628–635, doi:10.3762/bjoc.12.61

• . The addition of nitroketone was totally diastereoselective and highly enantioselective (entries 1–12 in Table 4), whereas both the diastero- and enantioselectivities were moderate for the addition of nitroester (Table 4, entries 13–15). Additionally, supported catalyst V was able to promote more

Human dendritic cell activation induced by a permannosylated dendron containing an antigenic GM₃-lactone mimetic

• Renato Ribeiro-Viana,
• Elena Bonechi,
• Javier Rojo,
• Clara Ballerini,
• Giuseppina Comito,
• Barbara Richichi and
• Cristina Nativi

Beilstein J. Org. Chem. 2014, 10, 1317–1324, doi:10.3762/bjoc.10.133

• unit of 6 was efficiently performed relying on a totally diastereoselective inverse electron-demand [4 + 2] hetero-Diels–Alder reaction , as described in [31]. The synthesis of compound 5 is depicted in Scheme 1. The mimetic 6 was deprotected with sodium carbonate at room temperature. Without further

Radical zinc-atom-transfer-based carbozincation of haloalkynes with dialkylzincs

• Fabrice Chemla,
• Florian Dulong,
• Franck Ferreira and
• Alejandro Pérez-Luna

Beilstein J. Org. Chem. 2013, 9, 236–245, doi:10.3762/bjoc.9.28

• formation of 5a was totally suppressed, and 4aa was obtained with a much better diastereoselectivity, though remarkably in favor of the E isomer (Table 2, entry 2). At −30 °C, the exclusive and totally diastereoselective formation of (E)-4aa in excellent 89% isolated yield was obtained (Table 2, entry 3