65395-71-3Relevant articles and documents
Methylcyclopropane - Soft Acid Reaction : Part I - Novel Lead Tetraacetate Oxidation of Longicyclene/Cyclene
Suryawanshi, S. N.,Nayak, U. R.
, p. 1 - 4 (2007/10/02)
In a novel lead tetraacetate (LTA) oxidation of the methylcyclopropane moiety in longicyclene (2), the elusive "true" longicamphor (3) (10-ketolongibornane) has been generated for the first time.Furthermore, the homoenol --> homoketone mechanistic pathway has also been established for the LTA/base transformation of longicyclene (2)/cyclene (6) to longicamphor (3)/camphor (7) by actual isolation of the intermediate homoenolacetate in either case.That longicamphor (3) is truly the "longi" homologue of the monoterpenoid camphor has been convincingly proved by the positive response of 3 to two key raections of 7.