Synthesis of the enantiomers of lasiol, an acyclic monoterpene alcohol in the mandibular gland secretion of the male ants, Lasius meridionalis.
(2S,3S)-(-)-Lasiol (2,3,6-trimethyl-5-hepten-1-ol, 1) and its antipode were synthesized from cis-4,5-dimethylcyclohexene oxide (3) by employing asymmetric cleavage of the epoxy ring with a chiral lithium amide derived from 4 to give optically active cis-4,5-dimethyl-2-cyclohexen-1-ol (5) as the key-step.
Lasiol, a new acyclic monoterpenol in the mandibular gland secretion of lasius meridionalis
Abstract A new, biogenetically anomalous, acyclic monoterpenol has been found in the mandibular glands of the formicine ant Lasius meridionalis , and identified as erythro - 1 , 2,3,6-trimethyl-5-heptenol (lasiol) on the basis of spectroscopic evidence and total synthesis.
Suppressed Light Emission of the Reaction Zone in Detonation
THE detonation of high explosives in water can be photographed with an open camera and a flash light as the explosive gases do not emit light. The method has been used1 to investigate the spread of shock waves and explosive gases, and to investigate the initiation by shock waves2. We have found that it can be used also in certain gases such as butane and propane. The method is not suitable, on the other hand, for explosives with two levels of detonation velocity in the case of low velocity. A great part of the reaction then occurs after the reaction zone has passed and the expanding explosive gases are very luminous even in water.