77681-08-4Relevant academic research and scientific papers
STUDIES IN POLYETHER SYNTHESIS: SPIROACETAL FORMATION BY DIRECTED BISEPOXYDE CYCLISATION
Paterson, Ian,Boddy, Ian
, p. 5301 - 5304 (1988)
The synthesis of tricyclic polyether fragments 15 and 20, which incorporate a spiroacetal subunit, using directed bisepoxyde cyclisation is described.
Access to (S)-2-Methyloxetane and the Precursor (S)-1,3-Butanediol of Hight Enantiomeric Purity
Hintzer, Klaus,Koppenhoefer, Bernhard,Schurig, Volker
, p. 3850 - 3854 (2007/10/02)
(S)-2-Methyloxetane (1) and its precursor (S)-1,3-butanediol (2) were prepared in low to moderate chemical yield with less than 0.5percent racemization from (S)-ethyl lactate (4) and from (2S,3S)-allothreonine (14b).For the first time the enantiomeric purities of both the starting material and the product (1) were carefully determined by high-precision capillary gas chromatography on optically active resolving stationary phases.The validity of the quadrant rule, correlating the relative configuration of alkyloxiranes with the order of elution from manganese(II) bis (3) by complexation gas chromatography, is also confirmed for 2-methyloxetane (1).
Synthesis of optically active 2s-, and 7s-methyl-1.6-dioxa-spiro[4.5] decane, the pheromone components of Paravespula vulgaris (L.), from S-ethyl lactate.
Hintzer,Weber,Schurig
, p. 55 - 58 (2007/10/02)
(-)-2S, 5RS-1 and (-]-7S, 5S-2 are obtained from S-ethyl lactate 4 and their absolute configuration is thus directly correlated. Accurate enantiomeric compositions of intermediates and products were measured by complexation gas chromatography on nickel-, and manganese-bis-3-heptafluorobutyryl-1R-camphorate, 3. It could be conclusively established that the syntheses proceed with a high degree of preservation of configuration.
