Search results
Search for "Fürst–Plattner rule" in Full Text gives 2 result(s) in Beilstein Journal of Organic Chemistry.
Synthesis of novel fluorinated building blocks via halofluorination and related reactions
Beilstein J. Org. Chem. 2020, 16, 2562–2575, doi:10.3762/bjoc.16.208
- is the formation of only a single halonium ion intermediate is possible. According to the Fürst–Plattner rule (ring-opening into a chair conformation is preferred over a twist boat conformation), the formation of the products (rac)-2a,b is expected (Scheme 1). Indeed, halofluorinations of (rac)-1
- selectivity can be predicted by considering the differences of steric shielding on the two sides of the double bond and applying the Fürst–Plattner rule to the halonium ion intermediates. The presence of electron-withdrawing carbonyl groups with α-hydrogen atoms enabled E2 elimination of the halofluorinated
D-Fructose-based spiro-fused PHOX ligands: synthesis and application in enantioselective allylic alkylation
Beilstein J. Org. Chem. 2018, 14, 2082–2089, doi:10.3762/bjoc.14.182
- acetate as model substrate. Keywords: Fürst–Plattner rule; oxazoline; Ritter reaction; Tsuji–Trost reaction; Ullmann coupling; Introduction The vast majority of biologically active compounds like vitamins and natural products occur as single enantiomers in nature. Usually only one enantiomer generates
- nitrile according to the Fürst–Plattner rule provides 10 in a high excess (Table 1, entries 1–3). With the smaller substituent R1 = CH3 conformer 9b gets more important and more 11 is produced (Table 1, entries 4 and 5). By comparing entries 2 and 3 as well as 4 and 5 we noticed that the size of R2 has an
- group participation in conformer 9b leads to the same anomer as predicted by the Fürst–Plattner rule. Neighboring group participation provides an alternative explanation for the already mentioned longer reaction times for the acylated sugars 7j–m. Because of the high delocalization of the positive
Other Beilstein-Institut Open Science Activities
