Palladium-catalyzed synthesis of terminal acetalsvia highly selective anti-Markovnikov nucleophilic attack of pinacol on vinylarenes, allyl ethers, and 1,5-dienes

Mayumi Yamamoto, Sonoe Nakaoka, Yasuyuki Ura, Yasutaka Kataoka

Chemical Communications · 2011 · 43 citations · 21 references

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Abstract

A palladium-catalyzed reaction of vinylarenes, allyl ethers, and 1,5-dienes with pinacol proceeded via a selective anti-Markovnikov nucleophilic attack to afford corresponding terminal acetals as major products. The bulkiness of pinacol was found to be critical in controlling the regioselectivity.

References

21