Phosphine-catalyzed tandem reaction of allenoates with nitroalkenes

Xiao-Yang Guan; Yin Wei; Min Shi

doi:10.1021/ol102191p

Phosphine-catalyzed tandem reaction of allenoates with nitroalkenes

Org Lett. 2010 Nov 5;12(21):5024-7. doi: 10.1021/ol102191p.

Authors

Xiao-Yang Guan¹, Yin Wei, Min Shi

Affiliation

¹ State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai, China, 200032.

PMID: 20936863
DOI: 10.1021/ol102191p

Abstract

A P(p-FC(6)H(4))(3)-catalyzed tandem reaction between ethyl 2,3-butadienoate and nitroalkenes has been developed, which involves a [3 + 2] cycloaddition and a subsequent umpolung addition. The asymmetric version of this tandem reaction has also been investigated by using chiral phosphanes.