92934-90-2Relevant academic research and scientific papers
Enzymatic desymmetrization of meso-2,6-dimethyl-1,7-heptanediol. Enantioselective formal synthesis of the vitamin E side chain and the insect pheromone tribolure
Chenevert, Robert,Desjardins, Michel
, p. 1219 - 1220 (1996)
The chiral syn-1,5-dimethylalkyl subunit is found in many natural products with significant biological activities. Enzymatic esterification of meso-2,6-dimethyl-1,7-heptanediol with isopropenyl acetate in the presence of Pseudomonas cepacia lipase in organic medium provided the chiral nonracemic monoester in high enantiomeric excess (ee = 95%). This chiral building block was used in the formal syntheses of vitamin E side chain and the insect pheromone tribolure.
Synthesis of all the stereoisomers of 13,17-dimethyl-1-tritriacontene and 13,17-dimethyl-1-pentatriacontene, the contact sex pheromone components of the female tsetse fly, Glossina austeni
Kimura, Taichi,Carlson, David A.,Mori, Kenji
, p. 3385 - 3390 (2007/10/03)
All of the stereoisomers of 13,17-dimethyl-1-tritriacontene (1) and 13,17-dimethyl-1-pentatriacontene (2), the contact sex pheromone components of the female tsetse fly (Glossina austeni), were synthesized starting from the enantiomers of the protected syn- and anti-2,6-dimethylheptane-1,7-diol (3), which were prepared from the enantiomers of methyl 3-hydroxy-2-methylpropanoate (4) and methyl phenyl sulfone (5).
ACYCLIC STEREOSELECTION. 15. SEQUENTIAL ALDOL-CLAISEN AS A METHOD FOR 1,5-STEREOSELECTION. TOTAL SYNTHESIS OF THE VITAMIN-E SIDE CHAIN
Heathcock, Clayton H.,Jarvi, Esa T.
, p. 2825 - 2828 (2007/10/02)
Alcohol 1, the side chain of α-tocopherol, has been synthesized in a stereoselective route involving an aldol condensation-Claisen rearrangement sequence.The synthesis requires 11 steps and produces 1 in 17percent overall yield.A complementary sequence em
