Synthesis and Diels-Alder reactivity of 2,3,6,7-tetrakis(methylene)bicyclo[3.2.1]octane
โ Scribed by Gabioud, Raphy; Vogel, Pierre
- Book ID
- 127230634
- Publisher
- American Chemical Society
- Year
- 1986
- Tongue
- English
- Weight
- 337 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0022-3263
No coin nor oath required. For personal study only.
๐ SIMILAR VOLUMES
The bicyclo[3.2.l]octane ring system is assembled by a three-step process featuring a thermally induced [4+2] cycloaddition followed by a 1,3benzodithiolium ion mediated cyclization onto an enol or silyl enol ether double bond. The bicyclo[3.2.l]octane carbon skeleton is a common structural subunit
Pd-catalyzed double carbomethoxylation of the Diels-A lder adduct of cyclopentadiene and maleic anhydride yielded the methyl norbornane-2,3-endo-5,6-exotetracarboxylate (4) which was transformed in three steps into 2,3,5,6-tetramethyIidenenorbornane (1). The cycloaddition of tetracyanoethylene (TCNE