Synthesis of 4, 8-dihydroxy-3-methyl-5,6-benzo-2-oxabicyclo[2.2.2]oct-5-ene
✍ Scribed by Mineichi Sudani; Yoshio Takeuchi; Eiichi Yoshii; Tadashi Kometani
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 279 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
irradiation of 8-oxabicyclo[3.2.l]oct-6-en-2-ones results in a 1 ,Sacyl rearrangement. The initial photoproduct undergoes a subsequent reaction involving hydrogen transfer followed by intramolecular cycloaddition of a ketene intermediate.
Two independent molecules (A and B) comprise the asymmetric unit in the crystal structure of the title compound, C 11 H 15 NO 2 . The cyclohexane ring adopts a boat configuration, as does the fused cyclohexene ring that bridges the cyclohexane ring. The crystal packing is stabilized by intermolecula
Single-crystal X-ray study T = 120 K Mean '(C±C) = 0.005 A Ê R factor = 0.054 wR factor = 0.116 Data-to-parameter ratio = 13.5 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.
The total synthesis of (\*)-methyl 3-(3-isocyano-6-oxabicyclo[3.l.O]hex-2-en-5-y1)-2-propenoate has been achieved using 3-tosyl-2-azabicyclo[2.2.l]hepta-2,5-diene as a key starting material.
## Abstract Dehydrochlorination of chlorinated 5‐hydroxy‐2‐oxabicyclo[3.2.0]heptan‐4‐ones, 3a‐c, which were obtained from the photo[2+2]cycloadditions between 4‐hydroxy‐3(2__H__)‐furanone 1 and chloroethylenes, with triethylamine gave 2‐ethenyl‐3(2__H__)‐furanones 4a,b or 2‐(2‐cyanoethyl)‐3(2__H__)