122554-36-3Relevant academic research and scientific papers
3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol: The importance of functional groups for antiparkinsonian activity
Ardashov, Oleg V.,Pavlova, Alla V.,Korchagina, Dina V.,Volcho, Konstantin P.,Tolstikova, Tat'yana G.,Salakhutdinov, Nariman F.
, p. 731 - 739 (2013/09/23)
Compounds with different sets of three of the four functional groups of (1R,2R,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol 1 possessing high antiparkinsonian activity were synthesized. The synthesized compounds were tested for the antiparkinsonian activity in vivo on a mouse model with MPTP neurotoxin. A pronounced antiparkinsonian effect of 1 can only be achieved if it contains all the four functional groups (two hydroxy groups and two double bonds). The 2-hydroxy group or the 3,4-double bond is not required for stimulating the exploratory activity of the animals.
Enzyme-mediated preparation of enantioenriched forms of trans- and cis-p-menthan-1,8-dien-5-ol
Brenna, Elisabetta,Fuganti, Claudio,Gatti, Francesco G.,Perego, Marco,Serra, Stefano
, p. 792 - 796 (2007/10/03)
The synthesis of the trans-p-menthan-5-ol (±)-1 was carried out by Diels-Alder cycloaddition of 3-keto-1-butenyl-acetate 3 with isoprene followed by Wittig methylenation. PS lipase resolution of the alcohol afforded acetate (-)-5 with 98% ee, which was hy
α′-hydroxy-α,β-unsaturated tosylhydrazones: Preparation and use as intermediates for carbonyl and enone transpositions
Baptistella, Lucia H. B.,Aleixo, Adriana M.
, p. 2937 - 2950 (2007/10/03)
Regiospecifically generated α,β-unsaturated tosylhydrazones dianions are treated with molecular oxygen, yielding α′-hydroxy-α,β-unsaturated tosylhydrazones, versatile intermediates for organic synthesis. They proved to be useful for 1,2-carbonyl and 1,2-enone transpositions, and also permitted the preparation of α′-hydroxy enones in very high yields.
Selective Synthesis of trans- and cis-p-Mentha-1,8-dien-5-ol from trans-Verbenol
Bulliard, Michel,Balme, Genevieve,Gore, Jacques
, p. 972 - 975 (2007/10/02)
A selective synthesis of both trans- and cis-p-mentha-1,8-dien-5-ol from trans-verbenol is described.The sequence leading to trans-p-mentha-1,8-dien-5-ol consists of cleavage of the cyclobutane ring of pinene with N-bromosuccinimide in acetone to give the acetonide of 6-bromo-trans-p-menthene-5,8-diol, hydrodebromination with lithium aluminum hydride, and acidic treatment of the resultant acetonide of trans-p-menthene-5,8-diol. cis-p-Mentha-1,8-dien-5-ol is obtained by Swern oxidation of the trans-isomer and reduction of the resultant ketone with lithium tri-sec-butylborohydride.Acidic treatment of the acetonide of cis-p-menthene-5,8-diol (obtained from cis-verbenol) gives exclusively p-mentha-1(7),2-dien-8-ol.
