7-Ethyl-2-methyl-1,6-dioxaspiro decan

Enantiomers of 2,7-dimethyl-l,6-dioxaspiro[4.5]decane 28 Enantiomers of 2-Ethyl-7-methyl-l,6-dioxaspiro[4.5]decane 29 Enantiomers of 2,8-dimethyl-l,7-dioxaspiro[5.5]undecane 30 5 - Methylh eptan - 2 -ol (Z)-Non-3-en-l-ol 3,7-Dimethyloctan- l-ol Benzaldehyde 2-Phenylethanol Phenylacetonitrile Isobutyl benzoate Isopentyl benzoate Hexadecanoic acid 17-Hydroxyan drost-4-en-3-one (2)-Octadec-9-enoic acid... 

Ethyl-2-methyl-l,6-dioxaspiro[4.5]decane is a pheromone produced by two varieties of bees, Parvespula vulgaris L. and Andrena haemorrhoa F. The 27 , 57 , 77 -isomer (188) has been synthesized using 147, ultimately derived from ethyl L-lactate, to supply the chiral stereocenter at C-2 (Scheme 26) [19]. The second chiral intermediate 185 is derived from (5)-( — )-malic acid. 

One of the four stable stereoisomers of 7-ethyl-2-methyl-l,6-dioxaspiro[4.5]decane, a bee pheromone, has been synthesized using 40 according to the route shown in Scheme 44. The IS, 5S, 7 S-isomer 328, derived from both ethyl L-lactate and malic acid (precursor for 325), is produced in good yield with an optical purity of 96% [19]. 

Ethyl-2-methyl-l,6-dioxaspiro[4.5]decane is a constituent of the antiaggregative pheromone produced by several varieties of bees. All of the four thermodynamically stable stereoisomers of this spiroacetal have been synthesized using (5)-malic acid and (5)-lactic acid as the sources of chirality [15]. 

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