A facile Zr-mediated approach to (Z)-enynols and its application to regio- and stereoselective synthesis of fully substituted dihydrofurans.
Efficient synthetic approaches to stereodefined (Z)-enynols have been developed through zirconium-mediated cross-coupling reactions of three different components involving alkyne, ketone, and alkynyl bromide in a one-pot procedure. The subsequent electrophilic cyclization of a wide variety of (Z)-enynols affords fully substituted (Z)-5-(1-iodoylidene)-2,5-dihydrofurans with high regio- and stereoselectivity under mild reaction conditions.
Liu
Yuanhong
Y
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, People's Republic of China. yhliu@mail.sioc.ac.cn
Song
Feijie
F
Cong
Liqing
L
D005663:Furans / Q000138:chemical synthesis*; D013237:Stereoisomerism; D015040:Zirconium / Q000737:chemistry*
D005663:Furans; D015040:Zirconium