2002 年 60 巻 4 号 p. 316-329
Efficient methodology for the preparation of the artificial levoglucosenone-type chiral building blocks having a bicyclo [3. 2. 1] octane framework has been developed along with two new routes to both enantiomers of levoglucosenone. Because of their inherent stereochemical and chemical nature with a sterically biased structure containing an enone, a masked formyl and a 1, 2-glycol, and a hydroxymethyl functionalities, these chiral building blocks allow the diastereo- and enantio-controlled construction of a wide variety of natural products.