41502-83-4Relevant academic research and scientific papers
Polyspiranes, 5. Synthesis and Reactions of Functionalized Polyspiranes with Three- to Eight-Membered Central Ring - Polycyclopropylidenes (Rotanes)
Fitjer, Lutz
, p. 1047 - 1060 (2007/10/02)
The olefins 4, 5, and 6 have been proved to be valuable intermediates in the synthesis of functionalized polyspiranes and rotanes. Rotane (2, n = 3) and its methyl carboxylate 11 may be synthesized by way of 4, the functionalized polyspiranes 19, m = 1,2, 21, m = 0,1,2 and 1, m = 0,1,2, by way of 5.The ketones 1, m = 0,1,2 may then be transformed to the corresponding rotanes 2, n = 4,5,6.The factors controlling the pronounced regioselectivity in the cycloaddition of p-nitrobenzenesulfonyl azide to 19, m = 0,1,2, are discussed, the stepwise ring enlargement of 6 to yie ld 28 and 29 as potential precursors of 2, n = 7,8, is described.
