A fascination with 1,2-diacetals.
1,2-Diacetals are readily prepared, rigid structural motifs that provide a wide range of opportunities for applications in natural product assembly. These uses encompass selective 1,2-diol or alpha-hydroxy acid protection, enantiotopic recognition and desymmetrization methods, chiral memory applications, and reactivity control in oligosaccharide synthesis, as well as functioning as templating components, chiral auxiliaries, and building blocks. 1,2-Diacetals are often more stable and lead to products with enhanced crystallinity compared to their five-ring acetonide counterparts. Many 1,2-diacetals have favorable NMR parameters, which facilitate structural assignment, particularly during asymmetric reaction processes.
Ley
Steven V
SV
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, U.K. svl1000@cam.ac.uk
Polara
Alessandra
A
D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D002240:Carbohydrate Sequence; D002625:Chemistry, Organic / Q000379:methods*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D008968:Molecular Conformation; D008969:Molecular Sequence Data; D019319:Okadaic Acid / Q000737:chemistry; D013237:Stereoisomerism
D001688:Biological Products; D019319:Okadaic Acid