Synthesis of Chiral [2.2.1] Cryptand Incorporating Methyl 4,6-O- [(S)-Phenyletrylidene]-α-D-Mannopyranoside Unit
Title:
Synthesis of Chiral [2.2.1] Cryptand Incorporating Methyl 4,6-O- [(S)-Phenyletrylidene]-α-D-Mannopyranoside Unit
Author:
Pietraszkiewicz, Marek Jurczak, Janusz
Appeared in:
Journal of carbohydrate chemistry
Paging:
Volume 4 (1985) nr. 3 pages 429-434
Year:
1985-09-01
Contents:
Recently, we described the high-yield synthesis of chiral [2.2.1J cryptands incorporating carbohydrates. Models show that variations of substituents in the carbohydrate fragment, e.g. in 4,6-O-acetals, may lead to asymmetric modifications in close proximity to the molecular cavity of the ligand, and therefore, to changes in enantiomeric differentiation. We wanted to obtain the cryptand 2 with an axial phenyl group, as shown in Fig.1, which is in contrast to a cryptand (1) obtained earlier with an equatorial phenyl group.