Lanthanide-induced chemical shifts and the relative stereochemistry of multistriatin, 2,4-dimethyl-5-ethyl-6,8-dioxabicyclo[3.2.1]octane
✍ Scribed by Gore, William E.; Armitage, Ian M.
- Book ID
- 127291718
- Publisher
- American Chemical Society
- Year
- 1976
- Tongue
- English
- Weight
- 633 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0022-3263
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## Abstract The absolute configuration of the new bicyclic acetal 2‐ethyl‐1,5‐dimethyl‐6,8‐dioxabicyclo[3.2.1]octane (1), identified as an aggregation pheromone of males of the beech bark beetle, __Taphrorychus bicolor__, was determined by unambiguous synthesis and NMR experiments. The syntheses of
Synthesis of (1S,2R,5R)-2-Ethyl-1,5-dimethyl-6,8-dioxabicyclo(3.2.1) octane, the Aggregation Pheromone of Male Beech Bark Beetles, Taphrorychus bicolor (Col., Scol.). -An enantioselective synthesis of the title compound (V) is described in order to prove the absolute configuration of the natural pr
## Abstract (±)‐4,5,5‐Trimethyl‐1‐pyrroline‐1‐oxide reacted readily with ethyl 4,5,6,7‐tetra‐__O__‐acetyl‐__trans__‐2,3‐dehydro‐2,3‐dideoxy‐L(−)‐arabinoheptenoate in anhydrous benzene to give a mixture of two diastereomeric isoxazolidines, [2α,3β,3aα,5α]‐ and [2α,3β,3aα,5β]‐ethyl hexahydro‐2‐(1,2,3