Highly selective synthetic method for 1,6-diols bearing enyne functions: Development of 3,6-dianion reagent of 1,2-hexadien-4-yne using 1,6-dibromo-2,4-hexadiyne and indium

초록

The reaction of aldehydes and ketones with an organoindium reagent generated in, situ from indium and 1,6-dibromo-2,4-hexadiyne in the presence of lithium iodide in tetrahydrofuran (THF) selectively produced 1,6-diols linked to an allenyne unit with complete regioselectivity and chemoselectivity through 1,2-hexadien-4-yn-3,6-ylation, indicating that the organoindium acted as the 3,6-dianion reagent of 1,2-hexadien-4-yne.

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