We wish to report the synthesis of tricyclo[3.3.0.03'7 ]octane (I) by a structurally unambiguous route and to describe the ring expansion of the derived carbinols II and III. Hydrocarbon I, for which we suggest the trivial name %isnoradamantane", may be regarded as a lower homolog of adamantane (IV)
The synthesis of tricyclo[4.3.1.03'8]decane (isoadamantane) and solvolysis of its C3-carbinol
β Scribed by B. Richard Vogt
- Publisher
- Elsevier Science
- Year
- 1968
- Tongue
- French
- Weight
- 150 KB
- Volume
- 9
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
THE SYNTHESIS 0F ~~rc~~~o[4.3.1.03'~]D~xx~~ (ISOADAMANTANE) AND SOLVOLYSIS OF ITS CJ-CARBINOL
π SIMILAR VOLUMES
An efficient strategy for the construction of and tricyclo[4.3.0.O4'lΒ°]decanes is described which involves a novel one-pot tandem acid-catalyzed rearrangement followed by an ene cyclization as key step and is exemplified by the total synthesis of pupukean-2-one 3.
ture and oxygen over a long period of time[4a1. It was also obtained by reaction of 4 with elemental sulfur (60% yield). Reaction of 2 with chlorine affords 2,4,6-tri-tert-butylphenyfphosphonic dichloride almost quantitatively after hydrolysis'za1. The yields of compounds 2, 3[4b1, and 4 (20-60%, 1