Reaction of Corey ylide with α,β-unsaturated ketones: tuning of chemoselectivity toward dihydrofuran synthesis

Alexey O Chagarovsky; Ekaterina M Budynina; Olga A Ivanova; Elena V Villemson; Victor B Rybakov; Igor V Trushkov; Mikhail Ya Melnikov

doi:10.1021/ol500877c

Reaction of Corey ylide with α,β-unsaturated ketones: tuning of chemoselectivity toward dihydrofuran synthesis

Org Lett. 2014 Jun 6;16(11):2830-3. doi: 10.1021/ol500877c. Epub 2014 May 12.

Authors

Alexey O Chagarovsky¹, Ekaterina M Budynina, Olga A Ivanova, Elena V Villemson, Victor B Rybakov, Igor V Trushkov, Mikhail Ya Melnikov

Affiliation

¹ Department of Chemistry, M.V. Lomonosov Moscow State University , Leninskie gory 1-3, Moscow 119991, Russia.

PMID: 24819312
DOI: 10.1021/ol500877c

Abstract

A straightforward, efficient, and reliable approach to synthetically valuable 2,3-dihydrofurans via a reaction between Corey ylide and α,β-unsaturated ketones has been developed. The use of simple and widely spread starting materials as well as mild reaction conditions and scalability provide a broad scope of 2,3-dihydrofurans.