ChemInform Abstract: SYNTHESIS OF THE DIASTEREOMERS OF 4,5‐DIHYDRO‐3,4,5‐TRIPHENYLFURAN‐2(3H)‐ONES

Abstract

Die Hydrid‐Reduktion der threo‐Propionsäure (I) führt außer zum Diol (II) (als Hauptprodukt) zu den Dihydrofuranonen (III) und (IV).

Three-component solvent-free diastereoselective formation of oxo-thiazolidinylthiazoles under microwave irradiation

“…The 1 H NMR spectra of the products showed distinct doublets at ca δ 1.50 (d, 6H, J = 8 Hz) for C 5"' -CH 3 (2a-e) and distinct doublets at ca δ 2.72 (d, 4H, J = 7 Hz) for C 5"' -CH 2 COOH (2f-j) of thiazolidinone ring, and singlets at ca δ 3.10 for C 2"' -H, so the diastereomers obtained were assigned the trans configuration. [6][7][8] An integrated chemical process has proved to be effective for realising a multi-step one-pot, solvent-free synthesis enabling isolation of an intermediate from the environment through in situ generation followed by consumption. In summary, we have devised a method for one-pot expeditious, diastereoselective synthesis of heteryl analogues of fungitoxic bibenzyls employing microwave technique in solvent-free conditions, which may find application in organic syntheses.…”

The structure of racemic 2,6-dibromo-4-[3(S),4(S)-diphenyl-2(R)-tetrahydrofuryl]phenol

“…Interest in the post-coital, non-steroidal anti-fertility activity of some triphenylfuranones and triphenyltetrahydrofurans led to the synthesis of all the possible stereoisomers (Dikshit, Munshi, Kapil, Anand, 0567-7408/79/051287-04501.00 van der Veen & Fujiwara, 1977). It was not possible to assign the stereochemistry on the basis of NMR spectra alone, although relative configurational relationships between some of the eight isomers could be deduced.…”

“…The transformation of (la) to the dibromotetrahydrofuran derivative is believed to leave the chiral centers unchanged so that the relative configurations at the three asymmetric centers C(2), C(3) and C(4) determined for (1 b) should be the same as those in (1 a). The relationship of (la) to the structure of the other triphenylfuranones and triphenyltetrahydrofurans is discussed elsewhere (Dikshit et al, 1977). © 1979 International Union of Crystallography…”