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Search for "chromans" in Full Text gives 8 result(s) in Beilstein Journal of Organic Chemistry.
Prins cyclization-mediated stereoselective synthesis of tetrahydropyrans and dihydropyrans: an inspection of twenty years
Beilstein J. Org. Chem. 2021, 17, 932–963, doi:10.3762/bjoc.17.77
- cyclopropane carbaldehydes and propargyl alcohol. Mullen and Gagné's (R)-[(tolBINAP)Pt(NC6F5)2][SbF6]2-catalyzed asymmetric Prins cyclization strategy to chromans. Yu and co-workers’ DDQ-catalyzed asymmetric Prins cyclization strategy to trisubstituted THPs. Lalli and Weghe’s chiral-Brønsted-acid- and achiral
Studies directed toward the exploitation of vicinal diols in the synthesis of (+)-nebivolol intermediates
Beilstein J. Org. Chem. 2017, 13, 571–578, doi:10.3762/bjoc.13.56
- opening; heterocycles; nebivolol; syn-epoxide; Findings Chiral chromans are prevalent components of a large number of natural products, natural product-like molecules and pharmaceutical drugs, possessing diverse biological activities [1]. In view of their wide spectrum of biological profiles, chiral
- chromans have become attractive synthetic targets in academia and pharmaceutical industry [1]. Nebivolol (1, Figure 1) is a chroman-based antihypertensive drug that was first reported in the racemic form [2][3]. Chiral HPLC was subsequently employed to access various stereoisomers of 1 in enantiomerically
(Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers
Beilstein J. Org. Chem. 2016, 12, 462–495, doi:10.3762/bjoc.12.48
- tetrasubstituted, in good yields and selectivities. In 2013, Luo, Xu and co-workers demonstrated an easy method for the synthesis of enantiomerically pure polysubstituted chromans 99, via the reaction of chalcone enolates 100 and nitromethane (101), catalyzed by quinine-derived thiourea 56 (Scheme 33) [52
Flexible synthesis of anthracycline aglycone mimics via domino carbopalladation reactions
Beilstein J. Org. Chem. 2013, 9, 2194–2201, doi:10.3762/bjoc.9.258
- preparation of anthracycline derivatives. Therefore, the D-ring was exchanged for a pyranose, as described in our previous synthetic approaches for the syntheses of chromans, isochromans and biphenyls, respectively. These 2-bromoglycals 15 are well-known compounds and their synthesis was accomplished
- materials for the synthesis of 23e. Silyl ether formation and domino reaction The union between both building blocks proved to be more difficult than originally envisioned. During our previous studies of chromans and isochromans the implementation of ether linkages afforded good results. The synthesis of
- chromans and isochromans. Optimal reaction conditions comprise the use of Pd(PPh3)4 as a palladium source, (t-Bu)3PH·BF4 (Fu’s salt) [38] as an additional electron-rich and sterically encumbered ligand and HN(iPr)2 as a base. As solvent a mixture consisting of N,N-dimethylformamide, acetonitrile and N
Gold(I)-catalysed one-pot synthesis of chromans using allylic alcohols and phenols
Beilstein J. Org. Chem. 2013, 9, 1797–1806, doi:10.3762/bjoc.9.209
- Eloi Coutant Paul C. Young Graeme Barker Ai-Lan Lee Institute of Chemical Sciences, Heriot-Watt University, Edinburgh, EH14 1LP, United Kingdom 10.3762/bjoc.9.209 Abstract A gold(I)-catalysed reaction of allylic alcohols and phenols produces chromans regioselectively via a one-pot Friedel–Crafts
- allylation/intramolecular hydroalkoxylation sequence. The reaction is mild, practical and tolerant of a wide variety of substituents on the phenol. Keywords: allylic alcohols; chromans; Friedel–Crafts; gold catalysis; heterocycles; Introduction Chromans (dihydrobenzopyrans) are important and ubiquitous
- structural motifs found in a variety of important biologically active natural products such as vitamin E and flavanoids [1][2][3][4][5]. One approach towards chromans [6][7][8][9][10][11][12], which is biosynthetically inspired, is the Friedel–Crafts allylation [13] of phenols followed by cyclisation of the
Catalytic asymmetric tandem Friedel–Crafts alkylation/Michael addition reaction for the synthesis of highly functionalized chromans
Beilstein J. Org. Chem. 2013, 9, 1210–1216, doi:10.3762/bjoc.9.137
- diphenylamine-linked bis(oxazoline)-Zn(OTf)2 complex was investigated. This tandem reaction afforded functionalized chiral chromans in good yields with moderate to high stereoselectivities (up to 95:5 dr, up to 99% ee). Keywords: asymmetric catalysis; bis(oxazoline); chroman; Friedel–Crafts alkylation; tandem
- stereogenic centers [1][2][3][4][5][6][7][8][9][10][11][12][13]. Newly developed tandem/domino reactions are increasingly applied in the synthesis of natural products and other biologically active compounds [14][15][16]. Dihydrocoumarins, chromans, and chromenes can be found in many natural products and
- synthetic molecules, and they also possess potentially useful biological properties [17][18][19][20]. The benzopyran framework has attracted considerable attention because of the importance of chromans and their biological properties. Numerous synthetic routes have been reported over the past few decades
Intramolecular carbonickelation of alkenes
Beilstein J. Org. Chem. 2013, 9, 710–716, doi:10.3762/bjoc.9.81
- , efficiently leading to a variety of functionalized 2-arylpyridines [17]. More recently, this nickel-catalyzed reaction provided a convenient and mild method for a one-pot synthesis of substituted benzofurans, chromans and indoles by carbonickelation of alkynes [18]. We finally decided to extend the scope of
Reaction of benzoxasilocines with aromatic aldehydes: Synthesis of homopterocarpans
Beilstein J. Org. Chem. 2007, 3, No. 5, doi:10.1186/1860-5397-3-5
- methodology and through convergent synthetic routes, we have prepared pterocarpans [6] and neolignans. [7] These good results have encouraged us to undertake the extension of the method to the use of benzo [g][1,2]oxasilocines for the preparation of chromans. This heterocyclic system constitutes the core
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