A phosphine-catalyzed [3+6] annulation reaction of modified allylic compounds and tropone

Yishu Du; Jianqing Feng; Xiyan Lu

doi:10.1021/ol050443d

A phosphine-catalyzed [3+6] annulation reaction of modified allylic compounds and tropone

Org Lett. 2005 May 12;7(10):1987-9. doi: 10.1021/ol050443d.

Authors

Yishu Du¹, Jianqing Feng, Xiyan Lu

Affiliation

¹ State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences.

PMID: 15876036
DOI: 10.1021/ol050443d

Abstract

A novel phosphine-catalyzed reaction of modified allylic compounds, including acetates, bromides, chlorides, or tert-butyl carbonates derived from the Morita-Baylis-Hillman (MBH) reaction with tropone to yield [3+6] annulation products in excellent yields was developed. It offers a simple and convenient method for constructing bridged nine-membered carbocycles.