Regioselective S_N2' Mitsunobu reaction of Morita–Baylis–Hillman alcohols: A facile and stereoselective synthesis of α-alkylidene-β-hydrazino acid derivatives

• Silong Xu,
• Jian Shang,
• Junjie Zhang and
• Yuhai Tang

Beilstein J. Org. Chem. 2014, 10, 990–995, doi:10.3762/bjoc.10.98

• , a myriad of transformations involving MBH adducts have been reported, leading to a wide variety of molecular scaffolds of high diversity and complexity [10][11][12]. A number of reports have dealt with the conversion of the hydroxy group of MBH adducts into useful functionalities, such as halides

Synthesis of skeletally diverse alkaloid-like molecules: exploitation of metathesis substrates assembled from triplets of building blocks

• Sushil K. Maurya,
• Mark Dow,
• Stuart Warriner and
• Adam Nelson

Beilstein J. Org. Chem. 2013, 9, 775–785, doi:10.3762/bjoc.9.88

• unsaturated building blocks. The approach involved the iterative attachment of a propagating and a terminating building block to a fluorous-tagged initiating building block. Metathesis cascade chemistry was used to “reprogram” the molecular scaffolds. Remarkably, in one case, a cyclopropanation reaction

• half of all known organic compounds are based on only 0.25% of the known molecular scaffolds [9]! This uneven coverage of chemical space is also typical of small-molecule screening collections [7][10]. Consequently, the biological relevance of most known scaffolds has been poorly explored. The field of

• of metathesis substrates by iterative attachment of simple unsaturated building blocks to a fluorous-tagged linker 1 (e.g., → 2 or 3). Subsequently, metathesis cascade reactions were used to “reprogram” the molecular scaffolds, concomitantly releasing the products from the linker (e.g., → 4 or 5) [14

Some aspects of radical chemistry in the assembly of complex molecular architectures

• Béatrice Quiclet-Sire and
• Samir Z. Zard

Beilstein J. Org. Chem. 2013, 9, 557–576, doi:10.3762/bjoc.9.61

• assembly of complex molecular scaffolds. The emphasis is placed on the use of nitrogen-centred radicals, on the degenerate addition–transfer of xanthates, especially on its potential for intermolecular carbon–carbon bond formation, and on the generation and capture of radicals through electron transfer

Two-directional synthesis as a tool for diversity-oriented synthesis: Synthesis of alkaloid scaffolds

• Kieron M. G. O’Connell,
• Monica Díaz-Gavilán,
• Warren R. J. D. Galloway and
• David R. Spring

Beilstein J. Org. Chem. 2012, 8, 850–860, doi:10.3762/bjoc.8.95

• of molecular frameworks between compounds [4][5]. Therefore, one of the key challenges in DOS is the development of strategies that allow the efficient generation of a range of complex molecular scaffolds. A large number of approaches towards this goal have been reported, with some of the most

• illustrate the potential power of two-directional synthesis in DOS. The use of two-directional synthesis allowed us to access a range of bicyclic and tricyclic molecular scaffolds, rapidly and efficiently, by following a common reaction scheme. The nature of the two-directional synthesis lends itself to the

• the future to be able to apply a two-directional synthesis approach to the DOS of a wide range of molecular scaffolds and structural classes. Overview of the DOS strategy. Synthesis of linear cyclisation precursors 1–4. AlCl3 catalysed tandem Boc-removal/bicyclisation processes; the yields quoted

(Pseudo)amide-linked oligosaccharide mimetics: molecular recognition and supramolecular properties

• José L. Jiménez Blanco,
• Fernando Ortega-Caballero,
• Carmen Ortiz Mellet and
• José M. García Fernández

Beilstein J. Org. Chem. 2010, 6, No. 20, doi:10.3762/bjoc.6.20

• centres (α or β), the presence of additional substituents such as sulfate or acyl groups and the overall degree of branching. The molecular diversity of oligosaccharide offers a valuable tool for drug discovery in the areas of biologically important oligosaccharides, glycoconjugates and molecular

• scaffolds by investigating their structural and functional impact. Currently, oligosaccharides are known to have functions in a broad variety of cell–cell interactions related to invading bacteria, viruses and cancer cells [1][2][3][4] and to play central roles in post-translational modifications of

Perhalogenated pyrimidine scaffolds. Reactions of 5-chloro- 2,4,6-trifluoropyrimidine with nitrogen centred nucleophiles

• Emma L. Parks,
• Graham Sandford,
• John A. Christopher and
• David D. Miller

Beilstein J. Org. Chem. 2008, 4, No. 22, doi:10.3762/bjoc.4.22

• heteroaromatic systems and, in this context, we have used a range of perfluorinated heteroaromatic molecules as synthetically versatile building blocks for the creation of new molecular scaffolds for drug discovery [14][15][16][17]. In this paper, we describe the reactivity of 5-chloro-2,4,6-trifluoropyrimidine