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Under carefully controlled conditions, the triethylborane-air combination proves to be an efficient radical initiator that allows intermolecular radical additions of  S -2-oxoalkyl-thionocarbonates ( S -xanthates) to olefins. Depending on both the structures of the xanthate and the olefin, the addition process can be achieved at room temperature or slightly higher.

beilstein journal of organic chemistry

Part 3. Triethylborane-air: a suitable initiator for intermolecular radical additions of <i>S</i>-2-oxoalkyl-thionocarbonates (<i>S</i>-xanthates) to olefins

Part 3. Triethylborane-air: a suitable initiator for intermolecular radical additions of S-2-oxoalkyl-thionocarbonates (S-xanthates) to olefins