Synthesis of nonracemic hydroxyglutamic acids

• Dorota G. Piotrowska,
• Iwona E. Głowacka,
• Andrzej E. Wróblewski and
• Liwia Lubowiecka

Beilstein J. Org. Chem. 2019, 15, 236–255, doi:10.3762/bjoc.15.22

• -hydroxy-L-glutamic acid derivative 66 (Scheme 16) was required and it was obtained as a single diastereoisomer from 65 in the same way [75][76]. By bromination of L-glutamic acid Bromination of N-phthaloyl-L-glutamic acid [(S)-67] followed by methanolysis gave a 2:1 mixture of threo and erythro

Synthesis and supramolecular self-assembly of glutamic acid-based squaramides

• Juan V. Alegre-Requena,
• Marleen Häring,
• Isaac G. Sonsona,
• Alex Abramov,
• Eugenia Marqués-López,
• Raquel P. Herrera and
• David Díaz Díaz

Beilstein J. Org. Chem. 2018, 14, 2065–2073, doi:10.3762/bjoc.14.180

• concentrations and gel-to-sol transition temperatures were also determined for each case. In addition, the superior squaramide diester gelator was compared with an analogue triazole-based gelator in terms of critical gelation concentration, gelation kinetics and thermal phase transition. Keywords: glutamic acid

• derivative; organogel; self-assembly; squaramide; supramolecular gel; Introduction Since their discovery, squaramides have gained importance across different fields from chemistry to biomedicine due to their synthetic versatility and wide applicability [1]. These compounds, formed by two amine units

Concise, stereodivergent and highly stereoselective synthesis of cis- and trans-2-substituted 3-hydroxypiperidines – development of a phosphite-driven cyclodehydration

• Peter H. Huy,
• Julia C. Westphal and
• Ari M. P. Koskinen

Beilstein J. Org. Chem. 2014, 10, 369–383, doi:10.3762/bjoc.10.35

• Schotten–Baumann conditions [62][63]. Thus, K2CO3 (→ pH = 10) as the base prevented saponification of the side chain methyl ester functions (as observed with hydroxide salts). Nevertheless, in the acylation of the glutamic acid derivative 8e the corresponding pyroglutamic acid derivative 2g resulting from

Photoinduced electron-transfer chemistry of the bielectrophoric N-phthaloyl derivatives of the amino acids tyrosine, histidine and tryptophan

• Axel G. Griesbeck,
• Jörg Neudörfl and
• Alan de Kiff

Beilstein J. Org. Chem. 2011, 7, 518–524, doi:10.3762/bjoc.7.60

•  1). For example, the glutamic acid derivative 3 resulted in the formation of a diastereoisomeric mixture of benzopyrrolizidinones 4 [6]. For a specific system, N-phthaloyl methionine (5), we have detected bielectrophoric behavior in that the electron transfer from the thioether group competes