The Journal of Organic Chemistry

Stereocontrolled Synthesis of ent-Grindelic Acid. A Useful Example of Diastereofacial Guidance in an Oxonium Ion-Initiated Pinacolic Ring Expansion

LA Paquette, HL Wang

文献索引：Paquette, Leo A.; Dullweber, Uta; Branan, Bruce M. Heterocycles, 1994 , vol. 37, # 1 p. 187 - 192

全文：HTML全文

被引用次数: 38

摘要

An enantioselective synthesis of (+)-grindelic acid is described, confirming that the dextrorotatory enantiomer is antipodal to the natural diterpenoid. The optically pure bicyclic ketone 5 representing the AB ring system is constructed from the levorotatory Wieland-