Construction of an Optically Active 7-Oxabicyclonon-4-en-3-one. Skeleton from D-Glucose, and Its Transformation to Some Pseudo-Hexopyranoses

Article abstract of DOI:10.1246/bcsj.60.1727

A versatile chiral compound, (1R,6R,8R,9R)-8,9-isopropylidenedioxy-7-oxabicyclo<4.3.0>non-4-en-3-one (6), was efficiently synthesized from D-glucose.The synthesis featured an intramolecular aldol cyclization of 3-C-acetylmethyl-3-deoxy-1,2-O-isopropyliden