## Abstract (3__S__,4__R__,1′__E__)‐3,4‐Bis(1′‐butenyl) tetrahydro‐2‐furanol (1) was synthesized from 1,3‐butadiene and maleic anhydride by employing the HLADH‐catalyzed enzymatic oxidation of __meso__‐diol 2 as the key step, and shown to be identical with the pheromone produced by the dorsal abdom
Synthesis of the Hemiacetal Pheromone of the Spined Citrus Bug Biprorulus bibax Utilizing an Iridium-Catalyzed Oxidative Lactonization.
✍ Scribed by Takeyuki Suzuki; Kenji Morita; Hisako Ikemiyagi; Kazuhiro Watanabe; Kunio Hiroi; Tadashi Katoh
- Publisher
- John Wiley and Sons
- Year
- 2007
- Weight
- 21 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0931-7597
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## Abstract The racemate of (3__R__,4__S__,1′__E__)‐3,4‐bis(1′‐butenyl)tetrahydro‐2‐furanol (1) was synthesized by employing Ireland's ester enolate Claisen rearrangement of (±)‐5 as the key step. The synthesis was efficient enough to provide 23.7 g of (±)‐1 in 41% overall yield based on (±)‐7 (8 s
## Abstract The enantiomers and the racemate of (3__R__,4__S__,1′__E__)‐3,4‐bis(1′‐butenyl)tetrahydro‐2‐furanol (1) were synthesized by employing Ireland's ester enolate Claisen rearrangement of 5 as the key reaction to provide the corresponding lactone 3 via 4. Optically active 3 was prepared by e