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

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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.