The acid-catalyzed rearrangements of three model tricyclo[4.3.2] propellane derivatives have been explored. In each case the observed products are proposed to arise via a concerted 1,2-shift of the cyclobutane bond having an antiperiplanar alignment with the leaving group (i.e., stereoelectronic con
Adamantane rearrangement of [3.3.2]propellanes
โ Scribed by Tobe, Yoshito; Terashima, Kaoru; Sakai, Yasuo; Odaira, Yoshinobu
- Book ID
- 121304212
- Publisher
- American Chemical Society
- Year
- 1981
- Tongue
- English
- Weight
- 401 KB
- Volume
- 103
- Category
- Article
- ISSN
- 0002-7863
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๐ SIMILAR VOLUMES
## Abstract 3,7,10โTribenzylโ3,7,10โtriaza[3.3.3]propellane (**4a**), 3,7โdibenzylโ10โphenylโ3,7,10โtriaza[3.3.3]propellane (**4c**), 3,7โdibenzylโ10โ(__p__โtolyl)โ3,7,10โtriaza[3.3.3]propellane (**4b**), and 3โoxaโ7,10โdiaza[3.3.3]propellane (**6**) have been prepared.
## Abstract From treatment of Dโlabelled 1, 2__exo__โ, 1, 2__endo__โ and 2__endo__, 6__endo__โtrimethyleneโnorbornane (**1, 2** and **3**, resp.) with aluminum bromide in carbon disulfide, the evidence is gained that a degenerate rearrangement is involved in the admantane rearrangement of both **1*
The title compound was prepared by transammlar addition of a carbene to an exocyclic double bond. Rhodium acetate catalyzed decomposition of 2-diazo-&methylene-1,3-cyclooctanedione gave 1 quantitatively. We wish to report the first synthesis of the title compound, 1, and a new approach to propellan