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Regioselectivity switch: gold(I)-catalyzed oxidative rearrangement of propargyl alcohols to 1,3-diketones.

The Journal of organic chemistry (2012-08-11)
A Stephen K Hashmi, Tao Wang, Shuai Shi, Matthias Rudolph
RESUMEN

The gold(I)-catalyzed oxidative rearrangement of propargyl alcohols provides an efficient and selective route to 1,3-diketones under mild conditions. Pyridine-N-oxides were used as external oxidants with, different from related substrates, no alkylidenecycloalkanones or oxetan-3-ones formed as side-products.

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Propargyl alcohol, 99%