64854-50-8Relevant academic research and scientific papers
Heterolytic Cleavage of Homoallylic Alcohols: Part II - Synthesis of 6-Hydroxycamphene, 4-Hydroxylongifolene and Corresponding Cyclopropylcarbinols from Tricyclene and Longicyclene
Patil, D. G.,Yadav, J. S.,Chawla, H. P. S.,Dev, Sukh
, p. 189 - 192 (2007/10/02)
Syntheses of 6-hydroxycamphene (1) and tricyclenol (5) from tricyclene (3) and 4-hydroxylongifolene (2) and ω-longifolol (6) from longicyclene (4) are reported.The formation of these has been rationalised.
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.
