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Conformational Analysis of Endoperoxides Grafted onto Bicyclo[2.2.n]alkanes as a Test of the Rigidity of the Bicyclic Skeleton. Photo-oxidation of [2.2.2] Hericene and 2,3,5,6-Tetramethylidenebicyclo[2.2.n]alkanes

✍ Scribed by Jean-Luc Birbaum; Pierre Vogel

Publisher: John Wiley and Sons
Year: 1986
Tongue: German
Weight: 733 KB
Volume: 69
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19860690403

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✦ Synopsis

Introduction. ~ According to Houk and coworkers [ 1 b], the pyrdmidalization of the double bond in bicyclo[2.2.l]hept-2-ene (1) and synsesquinorbornene 2 [2] is due to torsional interactions between the alkene and the allylic substituents. This can be visualized by using the model of 'banana' bonding orbitals for the 0 and z electrons of the C=C 4-. H 1 ') 2,

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