Two-Step One-Pot Synthesis of Benzoannulated Spiroacetals by Suzuki–Miyaura Coupling/Acid-Catalyzed Spiroacetalization

Alexey N. Butkevich, Andrei Corbu, Lieven Meerpoel, Ian Stansfield, Patrick Angibaud, Pascal Bonnet, Janine Cossy

Organic Letters · 2012 · 21 citations · 26 references

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Abstract

Substituted benzoannulated spiroacetals were prepared from (2-haloaryl)alkyl alcohols and dihydropyranyl or dihydrofuranyl pinacol boronates using a Suzuki-Miyaura coupling followed by an acid-catalyzed spirocyclization. Application of the reaction to a glycal boronate provides an approach to annulated spiroacetals in enantiopure form.

References

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