1,6-Conjugated Addition-Mediated
[2+1] Annulation:
Approach to Spiro[2.5]octa-4,7-dien-6-one

Yuan, Zhenbo; Fang, Xinxin; Li, Xuanyi; Wu, Jie; Yao, Hequan; Lin, Aijun

doi:10.1021/acs.joc.5b01793.s001

jo5b01793_si_001.pdf (3.22 MB)

1,6-Conjugated Addition-Mediated [2+1] Annulation: Approach to Spiro[2.5]octa-4,7-dien-6-one

journal contribution

posted on 2015-11-06, 00:00 authored by Zhenbo Yuan, Xinxin Fang, Xuanyi Li, Jie Wu, Hequan Yao, Aijun Lin

A formal 1,6-conjugated addition-mediated [2+1] annulation to synthesize spiro[2.5]octa-4,7-dien-6-one with p-quinone methides and sulfur ylides has been described. This domino-type process was highly diastereoselective and exhibited good functional group tolerance and scalability without the use of metals and bases.