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- W2099313195 abstract "Three 1,3-bridged polycyclic cyclopropenes, exo-8-oxatricyclo[3.2.1.02,4]octa-2,6-diene (10), endo-8-oxatricyclo[3.2.1.02,4]octa-2,6-diene (11), and exo-6,7-benzo-1,5-diphenyl-8-oxatricyclo[3.2.1.02,4]octa-2,6-diene (12), have been synthesized by elimination of 2-chloro-3-trimethylsilyl-8-oxatricyclo[3.2.1.02,4]-oct-6-enes, 17, 18 and 30, which were generated from 1-chloro-3-trimethylsilylcyclopropene with furan and diphenylisobenzofuran. We have demonstrated a facile route to synthesize the highly strained 1,3-fused polycyclic cyclopropenes, 10, 11, and 12. The stereochemistry of the Diels-Alder reactions of cyclopropene 16 with furan and DPIBF are different. Cyclopropene 16 was treated with furan to form exo-exo and endo-exo adducts (5:2) and treated with DPIBF to generate an exo-exo adduct. Compounds 10, 11 and 12 undergo isomerization reactions to form benzaldehyde and phenyl 4-phenyl-[1]naphthyl ketone to release strain energies via diradical mechanisms." @default.
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- W2099313195 date "2004-08-01" @default.
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- W2099313195 title "The Synthesis and Chemistry of 1,3-Bridged Polycyclic Cyclopropenes: 8-Oxatricyclo[3.2.1.0<sup>2,4</sup>]octa-2,6-dienes" @default.
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- W2099313195 doi "https://doi.org/10.1002/jccs.200400126" @default.
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