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.
โฆ LIBER โฆ
Intramolecular michael addition reaction to chiral vinylic sulfoxides. An enantioselective synthesis of (R)- and (S)-1,7-dioxaspiro[5.5]undecane
โ Scribed by Chuzo Iwata; Masahiro Fujita; Kohji Hattori; Shuji Uchida; Takeshi Imanishi
- Book ID
- 104229119
- Publisher
- Elsevier Science
- Year
- 1985
- Tongue
- French
- Weight
- 238 KB
- Volume
- 26
- Category
- Article
- ISSN
- 0040-4039
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Application of a novel double intramolecular hetero-Michael addition (DIHMA) strategy to spiroketal synthesis was illustrated by a concise synthesis of (ยฑ)-(4S\*,6S\*)-4-hydroxy-1,7-dioxaspiro[5.5]undecane, a Dacus oleae olive fly pheromone.