A simple enantioselective synthesis of (R)- and (S)-1,7-dioxaspiro[5.5]undecane via intramolecular asymmetric oxyselenenylation: a new route to optically active spiroketals

✍ Scribed by Masahiko Uchiyama; Masako Oka; Satohide Harai; Akihiro Ohta

• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 88 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)00024-7

✦ Synopsis

Both enantiomers of 1,7-dioxaspiro[5.5]undecane, the major pheromone components of the olive fruit fly (Bactrocea oleae), have been synthesized by using a new method based on the intramolecular asymmetric oxyselenenylation of 4-(3,4-dihydro-2H-pyran-6-yl)butan-1-ol.