ZnBr2 was found to catalyze formation of propargyl and propargylic Grignard reagents, and thus put an end to the standard method using a mercury catalyst. The Grignard reagents were submitted to addition reaction with carbonyl compounds and allylation with the cyclic monoacetate to afford the propargyl-type products selectively. Furthermore, the product from the monoacetate was transformed to an acetylene analogue of 2-(5,6-epoxyisoprostane A2)phosphorylcholines.

Hormones U 1000 Synthesis of 14,15-Epoxyisoprostane A2 Phosphorylcholine. -A new route for the synthesis of title compound (V) involves the aldol reaction of enone (II) with epoxyaldehyde (III) as the key step. -(ACHARYA, H. P.; MIYOSHI, K.; TAKASHIMA, Y.; OGAWA, N.; KOBAYASHI*, Y.; Heterocycles 76 (2008) 2, 1181-1189; Dep. Biomol. Eng., Tokyo Inst. Technol., Midori, Yokohama 226, Japan; Eng.) -D. Singer 18-197

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