Tetrahedron Letters

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.

K Hintzer, R Weber, V Schurig

Index: Hintzer, K.; Weber, R.; Schurig, V. Tetrahedron Letters, 1981 , vol. 22, p. 55 - 58

Full Text: HTML

Citation Number: 46

Abstract

Abstract (−)-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.

Related Articles:

Access to (S)-2-methyloxetane and the precursor (S)-1, 3-butanediol of high enantiomeric purity

[Hintzer, Klaus; Koppenhoefer, Bernhard; Schurig, Volker Journal of Organic Chemistry, 1982 , vol. 47, # 20 p. 3850 - 3854]

Novel synthesis of chiral, enantiomerically pure thiodiglycols and diglycols

[Christoffers, Jens; Roessler, Ulrich Tetrahedron Asymmetry, 1998 , vol. 9, # 13 p. 2349 - 2357]

Novel synthesis of chiral, enantiomerically pure thiodiglycols and diglycols

[Christoffers, Jens; Roessler, Ulrich Tetrahedron Asymmetry, 1998 , vol. 9, # 13 p. 2349 - 2357]

More Articles...