Stereoregular self-assembling of diastereomeric bicyclic bis-lactam diesters

When two symmetrically independent molecules must be different: “Crystallization-induced diastereomerization” of chiral pinanyl sulfone

“…To remove water and purify the solvents we used known techniques described in the literature. 21 NMR spectra were obtained on a Bruker Avance instrument (Germany) with the operating frequencies 400.13 and 100.61 MHz for 1 H and 13 C nuclei, respectively, and internal reference TMS was used.…”

“…1 The significantly fewer amount of Z′ = 2 structures, which are presented in the literature, are characterized by distinctions in kind between molecules A and B, which can consist of either conformation or (which is more uncommon) configuration of one or more stereogenic centers of a molecule, which are cases of co-crystallization of diastereomers. [10][11][12][13][14][15][16][17] Previously, we have discovered and studied the stable co-crystallization of diastereomeric (by a sulfur atom) pinanyl sulfoxides. 17 These compounds are crystallized as H-bonded dimers, constructed by forming a new centrosymmetrical stereogenic sulfur-containing synthon F (Fig.…”

First examples of the cocrystallization of diastereomers of chiral phosphorus compounds

“…As far as we know, only six cases of cocrystallization of covalent diastereomers with two or more configurationally stable chiral elements have been registered crystallographically: two Emicyn E derivatives [22], a bis-lactam diester [23], a camphor-containing fluorinated thiazolinylhydrazones [24] and two hexahydroquinoline derivatives [25].…”