Process for preparing a 5-alken-1-yne compound, (6z)-1,1-dialkoxy-6-nonen-2-yne compound, (2e,6z)-2,6-nonadienal and (2e)-cis-6,7-epoxy-2-nonenal, and 1,1-dialkoxy-6-nonen-2-yne compound
There is provided a process for preparing a 5-alken-1-yne compound of the following formula (4): Y-Z-CR1═CR2—(CH2)2—C≡CH (4) in which Y in formula (4) represents a hydrogen atom or a hydroxyl group, the process comprising at least steps of: subjecting (i) an alkenylmagnesium halide compound prepared from a haloalkene compound of the following formula (1): Y-Z-CR1═CR2—(CH2)2-X1 (1) and (ii) an alkyne compound of the following formula (2): X2=C≡C—Si(R3)(R4)(R5) (2) to a coupling reaction to form a silane compound of the following formula (3): Y-Z-CR1═CR2—(CH2)2—C≡C—Si(R3)(R4)(R5) (3); and subjecting the silane compound (3) to a desilylation reaction to form the 5-alken-1-yne compound (4).